The Experts below are selected from a list of 207 Experts worldwide ranked by ideXlab platform
Youngger Suh - One of the best experts on this subject based on the ideXlab platform.
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collective syntheses of guaiane sesquiterpenes stereoselective syntheses of dysodensiol f 10β 14 dihydroxy allo aromadendrane and dendroside c aglycon
Journal of Organic Chemistry, 2020Co-Authors: Hyun Su Kim, H Park, Juhee Lim, Changjin Lim, Tae Woo Kim, Seungbeom Lee, Joonseong Hur, Jaehoon Sim, Hyun Jin Choi, Youngger SuhAbstract:A collective synthetic route for tricyclic guaiane sesquiterpenes and total syntheses of (+)-dysodensiol F, (+)-10β,14-dihydroxy-allo-aromadendrane, and (-)-dendroside C aglycon starting from a versatile hydroazulene intermediate were accomplished. The key features of these syntheses involve late-stage carbene-mediated diastereoselective cyclopropanation, construction of an unusual cis-fused-hydroazulene skeleton via intramolecular Dieckmann Condensation, and highly stereoselective tandem conjugate addition/intramolecular allylic alkylation to afford a 5/7/3 tricyclic skeleton of guaiane natural products. The synthesis of (-)-dendroside C aglycon and the first total synthesis of (+)-dysodensiol F and (+)-10β,14-dihydroxy-allo-aromadendrane are described in detail. Activation of the Nrf2/ARE signaling pathway by (-)-dendroside C aglycon is also disclosed via our synthesis.
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stereoselective synthesis of 1 4 5 tri cis guaiane sesquiterpene first total synthesis of dendroside c aglycon
Organic Letters, 2018Co-Authors: Jaehoon Sim, H Park, Juhee Lim, Changjin Lim, Hyun Jin Choi, Inah Yoon, Hwayoung Yun, Youngger SuhAbstract:The first total synthesis of (−)-dendroside C aglycon, consisting of a 1,4,5-tri-cis-guaiane skeleton, from a versatile hydroazulene intermediate has been accomplished. The key features of the syntheses include the stereoselective preparation of the unusual cis-hydroazulene core via a sequence of a unique Dieckmann Condensation of the bicyclic lactone system, which was concisely prepared by the tandem conjugate addition and intramolecular allylic alkylation of a butenolide precursor, and construction of the characteristic tricyclic skeleton by a carbene-mediated cyclopropanation.
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Stereoselective Synthesis of 1,4,5-Tri-cis-guaiane Sesquiterpene: First Total Synthesis of (−)-Dendroside C Aglycon
2018Co-Authors: Jaehoon Sim, H Park, Juhee Lim, Changjin Lim, Hyun Jin Choi, Inah Yoon, Hwayoung Yun, Youngger SuhAbstract:The first total synthesis of (−)-dendroside C aglycon, consisting of a 1,4,5-tri-cis-guaiane skeleton, from a versatile hydroazulene intermediate has been accomplished. The key features of the syntheses include the stereoselective preparation of the unusual cis-hydroazulene core via a sequence of a unique Dieckmann Condensation of the bicyclic lactone system, which was concisely prepared by the tandem conjugate addition and intramolecular allylic alkylation of a butenolide precursor, and construction of the characteristic tricyclic skeleton by a carbene-mediated cyclopropanation
Jaehoon Sim - One of the best experts on this subject based on the ideXlab platform.
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collective syntheses of guaiane sesquiterpenes stereoselective syntheses of dysodensiol f 10β 14 dihydroxy allo aromadendrane and dendroside c aglycon
Journal of Organic Chemistry, 2020Co-Authors: Hyun Su Kim, H Park, Juhee Lim, Changjin Lim, Tae Woo Kim, Seungbeom Lee, Joonseong Hur, Jaehoon Sim, Hyun Jin Choi, Youngger SuhAbstract:A collective synthetic route for tricyclic guaiane sesquiterpenes and total syntheses of (+)-dysodensiol F, (+)-10β,14-dihydroxy-allo-aromadendrane, and (-)-dendroside C aglycon starting from a versatile hydroazulene intermediate were accomplished. The key features of these syntheses involve late-stage carbene-mediated diastereoselective cyclopropanation, construction of an unusual cis-fused-hydroazulene skeleton via intramolecular Dieckmann Condensation, and highly stereoselective tandem conjugate addition/intramolecular allylic alkylation to afford a 5/7/3 tricyclic skeleton of guaiane natural products. The synthesis of (-)-dendroside C aglycon and the first total synthesis of (+)-dysodensiol F and (+)-10β,14-dihydroxy-allo-aromadendrane are described in detail. Activation of the Nrf2/ARE signaling pathway by (-)-dendroside C aglycon is also disclosed via our synthesis.
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stereoselective synthesis of 1 4 5 tri cis guaiane sesquiterpene first total synthesis of dendroside c aglycon
Organic Letters, 2018Co-Authors: Jaehoon Sim, H Park, Juhee Lim, Changjin Lim, Hyun Jin Choi, Inah Yoon, Hwayoung Yun, Youngger SuhAbstract:The first total synthesis of (−)-dendroside C aglycon, consisting of a 1,4,5-tri-cis-guaiane skeleton, from a versatile hydroazulene intermediate has been accomplished. The key features of the syntheses include the stereoselective preparation of the unusual cis-hydroazulene core via a sequence of a unique Dieckmann Condensation of the bicyclic lactone system, which was concisely prepared by the tandem conjugate addition and intramolecular allylic alkylation of a butenolide precursor, and construction of the characteristic tricyclic skeleton by a carbene-mediated cyclopropanation.
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Stereoselective Synthesis of 1,4,5-Tri-cis-guaiane Sesquiterpene: First Total Synthesis of (−)-Dendroside C Aglycon
2018Co-Authors: Jaehoon Sim, H Park, Juhee Lim, Changjin Lim, Hyun Jin Choi, Inah Yoon, Hwayoung Yun, Youngger SuhAbstract:The first total synthesis of (−)-dendroside C aglycon, consisting of a 1,4,5-tri-cis-guaiane skeleton, from a versatile hydroazulene intermediate has been accomplished. The key features of the syntheses include the stereoselective preparation of the unusual cis-hydroazulene core via a sequence of a unique Dieckmann Condensation of the bicyclic lactone system, which was concisely prepared by the tandem conjugate addition and intramolecular allylic alkylation of a butenolide precursor, and construction of the characteristic tricyclic skeleton by a carbene-mediated cyclopropanation
H Park - One of the best experts on this subject based on the ideXlab platform.
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collective syntheses of guaiane sesquiterpenes stereoselective syntheses of dysodensiol f 10β 14 dihydroxy allo aromadendrane and dendroside c aglycon
Journal of Organic Chemistry, 2020Co-Authors: Hyun Su Kim, H Park, Juhee Lim, Changjin Lim, Tae Woo Kim, Seungbeom Lee, Joonseong Hur, Jaehoon Sim, Hyun Jin Choi, Youngger SuhAbstract:A collective synthetic route for tricyclic guaiane sesquiterpenes and total syntheses of (+)-dysodensiol F, (+)-10β,14-dihydroxy-allo-aromadendrane, and (-)-dendroside C aglycon starting from a versatile hydroazulene intermediate were accomplished. The key features of these syntheses involve late-stage carbene-mediated diastereoselective cyclopropanation, construction of an unusual cis-fused-hydroazulene skeleton via intramolecular Dieckmann Condensation, and highly stereoselective tandem conjugate addition/intramolecular allylic alkylation to afford a 5/7/3 tricyclic skeleton of guaiane natural products. The synthesis of (-)-dendroside C aglycon and the first total synthesis of (+)-dysodensiol F and (+)-10β,14-dihydroxy-allo-aromadendrane are described in detail. Activation of the Nrf2/ARE signaling pathway by (-)-dendroside C aglycon is also disclosed via our synthesis.
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stereoselective synthesis of 1 4 5 tri cis guaiane sesquiterpene first total synthesis of dendroside c aglycon
Organic Letters, 2018Co-Authors: Jaehoon Sim, H Park, Juhee Lim, Changjin Lim, Hyun Jin Choi, Inah Yoon, Hwayoung Yun, Youngger SuhAbstract:The first total synthesis of (−)-dendroside C aglycon, consisting of a 1,4,5-tri-cis-guaiane skeleton, from a versatile hydroazulene intermediate has been accomplished. The key features of the syntheses include the stereoselective preparation of the unusual cis-hydroazulene core via a sequence of a unique Dieckmann Condensation of the bicyclic lactone system, which was concisely prepared by the tandem conjugate addition and intramolecular allylic alkylation of a butenolide precursor, and construction of the characteristic tricyclic skeleton by a carbene-mediated cyclopropanation.
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Stereoselective Synthesis of 1,4,5-Tri-cis-guaiane Sesquiterpene: First Total Synthesis of (−)-Dendroside C Aglycon
2018Co-Authors: Jaehoon Sim, H Park, Juhee Lim, Changjin Lim, Hyun Jin Choi, Inah Yoon, Hwayoung Yun, Youngger SuhAbstract:The first total synthesis of (−)-dendroside C aglycon, consisting of a 1,4,5-tri-cis-guaiane skeleton, from a versatile hydroazulene intermediate has been accomplished. The key features of the syntheses include the stereoselective preparation of the unusual cis-hydroazulene core via a sequence of a unique Dieckmann Condensation of the bicyclic lactone system, which was concisely prepared by the tandem conjugate addition and intramolecular allylic alkylation of a butenolide precursor, and construction of the characteristic tricyclic skeleton by a carbene-mediated cyclopropanation
Hyun Jin Choi - One of the best experts on this subject based on the ideXlab platform.
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collective syntheses of guaiane sesquiterpenes stereoselective syntheses of dysodensiol f 10β 14 dihydroxy allo aromadendrane and dendroside c aglycon
Journal of Organic Chemistry, 2020Co-Authors: Hyun Su Kim, H Park, Juhee Lim, Changjin Lim, Tae Woo Kim, Seungbeom Lee, Joonseong Hur, Jaehoon Sim, Hyun Jin Choi, Youngger SuhAbstract:A collective synthetic route for tricyclic guaiane sesquiterpenes and total syntheses of (+)-dysodensiol F, (+)-10β,14-dihydroxy-allo-aromadendrane, and (-)-dendroside C aglycon starting from a versatile hydroazulene intermediate were accomplished. The key features of these syntheses involve late-stage carbene-mediated diastereoselective cyclopropanation, construction of an unusual cis-fused-hydroazulene skeleton via intramolecular Dieckmann Condensation, and highly stereoselective tandem conjugate addition/intramolecular allylic alkylation to afford a 5/7/3 tricyclic skeleton of guaiane natural products. The synthesis of (-)-dendroside C aglycon and the first total synthesis of (+)-dysodensiol F and (+)-10β,14-dihydroxy-allo-aromadendrane are described in detail. Activation of the Nrf2/ARE signaling pathway by (-)-dendroside C aglycon is also disclosed via our synthesis.
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stereoselective synthesis of 1 4 5 tri cis guaiane sesquiterpene first total synthesis of dendroside c aglycon
Organic Letters, 2018Co-Authors: Jaehoon Sim, H Park, Juhee Lim, Changjin Lim, Hyun Jin Choi, Inah Yoon, Hwayoung Yun, Youngger SuhAbstract:The first total synthesis of (−)-dendroside C aglycon, consisting of a 1,4,5-tri-cis-guaiane skeleton, from a versatile hydroazulene intermediate has been accomplished. The key features of the syntheses include the stereoselective preparation of the unusual cis-hydroazulene core via a sequence of a unique Dieckmann Condensation of the bicyclic lactone system, which was concisely prepared by the tandem conjugate addition and intramolecular allylic alkylation of a butenolide precursor, and construction of the characteristic tricyclic skeleton by a carbene-mediated cyclopropanation.
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Stereoselective Synthesis of 1,4,5-Tri-cis-guaiane Sesquiterpene: First Total Synthesis of (−)-Dendroside C Aglycon
2018Co-Authors: Jaehoon Sim, H Park, Juhee Lim, Changjin Lim, Hyun Jin Choi, Inah Yoon, Hwayoung Yun, Youngger SuhAbstract:The first total synthesis of (−)-dendroside C aglycon, consisting of a 1,4,5-tri-cis-guaiane skeleton, from a versatile hydroazulene intermediate has been accomplished. The key features of the syntheses include the stereoselective preparation of the unusual cis-hydroazulene core via a sequence of a unique Dieckmann Condensation of the bicyclic lactone system, which was concisely prepared by the tandem conjugate addition and intramolecular allylic alkylation of a butenolide precursor, and construction of the characteristic tricyclic skeleton by a carbene-mediated cyclopropanation
Juhee Lim - One of the best experts on this subject based on the ideXlab platform.
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collective syntheses of guaiane sesquiterpenes stereoselective syntheses of dysodensiol f 10β 14 dihydroxy allo aromadendrane and dendroside c aglycon
Journal of Organic Chemistry, 2020Co-Authors: Hyun Su Kim, H Park, Juhee Lim, Changjin Lim, Tae Woo Kim, Seungbeom Lee, Joonseong Hur, Jaehoon Sim, Hyun Jin Choi, Youngger SuhAbstract:A collective synthetic route for tricyclic guaiane sesquiterpenes and total syntheses of (+)-dysodensiol F, (+)-10β,14-dihydroxy-allo-aromadendrane, and (-)-dendroside C aglycon starting from a versatile hydroazulene intermediate were accomplished. The key features of these syntheses involve late-stage carbene-mediated diastereoselective cyclopropanation, construction of an unusual cis-fused-hydroazulene skeleton via intramolecular Dieckmann Condensation, and highly stereoselective tandem conjugate addition/intramolecular allylic alkylation to afford a 5/7/3 tricyclic skeleton of guaiane natural products. The synthesis of (-)-dendroside C aglycon and the first total synthesis of (+)-dysodensiol F and (+)-10β,14-dihydroxy-allo-aromadendrane are described in detail. Activation of the Nrf2/ARE signaling pathway by (-)-dendroside C aglycon is also disclosed via our synthesis.
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stereoselective synthesis of 1 4 5 tri cis guaiane sesquiterpene first total synthesis of dendroside c aglycon
Organic Letters, 2018Co-Authors: Jaehoon Sim, H Park, Juhee Lim, Changjin Lim, Hyun Jin Choi, Inah Yoon, Hwayoung Yun, Youngger SuhAbstract:The first total synthesis of (−)-dendroside C aglycon, consisting of a 1,4,5-tri-cis-guaiane skeleton, from a versatile hydroazulene intermediate has been accomplished. The key features of the syntheses include the stereoselective preparation of the unusual cis-hydroazulene core via a sequence of a unique Dieckmann Condensation of the bicyclic lactone system, which was concisely prepared by the tandem conjugate addition and intramolecular allylic alkylation of a butenolide precursor, and construction of the characteristic tricyclic skeleton by a carbene-mediated cyclopropanation.
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Stereoselective Synthesis of 1,4,5-Tri-cis-guaiane Sesquiterpene: First Total Synthesis of (−)-Dendroside C Aglycon
2018Co-Authors: Jaehoon Sim, H Park, Juhee Lim, Changjin Lim, Hyun Jin Choi, Inah Yoon, Hwayoung Yun, Youngger SuhAbstract:The first total synthesis of (−)-dendroside C aglycon, consisting of a 1,4,5-tri-cis-guaiane skeleton, from a versatile hydroazulene intermediate has been accomplished. The key features of the syntheses include the stereoselective preparation of the unusual cis-hydroazulene core via a sequence of a unique Dieckmann Condensation of the bicyclic lactone system, which was concisely prepared by the tandem conjugate addition and intramolecular allylic alkylation of a butenolide precursor, and construction of the characteristic tricyclic skeleton by a carbene-mediated cyclopropanation