The Experts below are selected from a list of 360 Experts worldwide ranked by ideXlab platform
Ramon J Estevez - One of the best experts on this subject based on the ideXlab platform.
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studies on the transformation of nitrosugars into iminosugars iii synthesis of 2r 3r 4r 5r 6r 2 hydroxymethyl azepane 3 4 5 6 tetraol and 2r 3r 4r 5r 6s 2 hydroxymethyl azepane 3 4 5 6 tetraol
Tetrahedron-asymmetry, 2010Co-Authors: Amalia M Estevez, Juan C Estevez, Raquel G Soengas, Jose M Otero, Robert J Nash, Ramon J EstevezAbstract:Abstract A divergent synthesis of the two novel polyhydroxylated Azepanes (2R,3R,4R,5R,6R)-2-(hydroxymethyl)azepane-3,4,5,6-tetraol and (2R,3R,4R,5R,6S)-2-(hydroxymethyl)azepane-3,4,5,6-tetraol from d -mannose is described. The method involves a Henry reaction between dimethyl-tert-butylsilyl 2,3-O-isopropylidene-α- d -lyxo-pentodialdo-1,4-furanoside and 2-nitroethanol followed by a reductive ring closure of the resulting epimeric nitro aldols. Glycosidase inhibition tests showed that (2R,3R,4R,5R,6S)-2-(hydroxymethyl)azepane-3,4,5,6-tetraol exhibits a weak but selective inhibition against α- l -fucosides.
Weixing Chang - One of the best experts on this subject based on the ideXlab platform.
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temperature controlled divergent hydroamination cyclization 2 2 cycloaddition cascade reactions of homopropargylic amines with 2 butynedioates direct access to pyrrolo b cyclobutene and dihydro 1h azepines
Journal of Organic Chemistry, 2019Co-Authors: Songmeng Wang, Lingyan Liu, Weixing ChangAbstract:The diversified temperature-controlled hydroamination cyclization cascade reactions of homopropargylic amines and 2-butynedioates were developed for the construction of various pyrrolo-b-cyclobutenes and dihydro-1H-azepines, respectively. This reaction actually involved an intramolecular hydroamination cyclization of homopropargylic amines to give the active dihydropyrroles intermediates, which subsequently underwent [2+2]-cycloaddition with 2-butynedioates to generate the pyrrolo-b-cyclobutenes at no more than 120 °C. Alternatively, the dihydro-1H-azepines were directly produced at 150 °C in the reactions of homopropargylic amines and 2-butynedioates. The application of substrate scope was wide, and the corresponding products were obtained in high to excellent yields.
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Temperature-Controlled Divergent Hydroamination Cyclization [2+2]-Cycloaddition Cascade Reactions of Homopropargylic Amines with 2‑Butynedioates: Direct Access To Pyrrolo‑b‑cyclobutene and Dihydro‑1H‑azepines
2019Co-Authors: Songmeng Wang, Lingyan Liu, Weixing ChangAbstract:The diversified temperature-controlled hydroamination cyclization cascade reactions of homopropargylic amines and 2-butynedioates were developed for the construction of various pyrrolo-b-cyclobutenes and dihydro-1H-azepines, respectively. This reaction actually involved an intramolecular hydroamination cyclization of homopropargylic amines to give the active dihydropyrroles intermediates, which subsequently underwent [2+2]-cycloaddition with 2-butynedioates to generate the pyrrolo-b-cyclobutenes at no more than 120 °C. Alternatively, the dihydro-1H-azepines were directly produced at 150 °C in the reactions of homopropargylic amines and 2-butynedioates. The application of substrate scope was wide, and the corresponding products were obtained in high to excellent yields
Yingyeung Yeung - One of the best experts on this subject based on the ideXlab platform.
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n bromosuccinimide induced aminocyclization aziridine ring expansion cascade an asymmetric and highly stereoselective approach toward the synthesis of azepane
Organic Letters, 2014Co-Authors: Jing Zhou, Yingyeung YeungAbstract:A novel N-bromosuccinimide induced aminocyclization–aziridine ring expansion cascade is reported. Substituted Azepanes were isolated exclusively in good yields. The azepane products could be transformed into a number of functional molecules including piperidines, a bicyclic amine, and a bridgehead amide.
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N‑Bromosuccinimide-Induced Aminocyclization–Aziridine Ring-Expansion Cascade: An Asymmetric and Highly Stereoselective Approach toward the Synthesis of Azepane
2014Co-Authors: Jing Zhou, Yingyeung YeungAbstract:A novel N-bromosuccinimide induced aminocyclization–aziridine ring expansion cascade is reported. Substituted Azepanes were isolated exclusively in good yields. The azepane products could be transformed into a number of functional molecules including piperidines, a bicyclic amine, and a bridgehead amide
Amalia M Estevez - One of the best experts on this subject based on the ideXlab platform.
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studies on the transformation of nitrosugars into iminosugars iii synthesis of 2r 3r 4r 5r 6r 2 hydroxymethyl azepane 3 4 5 6 tetraol and 2r 3r 4r 5r 6s 2 hydroxymethyl azepane 3 4 5 6 tetraol
Tetrahedron-asymmetry, 2010Co-Authors: Amalia M Estevez, Juan C Estevez, Raquel G Soengas, Jose M Otero, Robert J Nash, Ramon J EstevezAbstract:Abstract A divergent synthesis of the two novel polyhydroxylated Azepanes (2R,3R,4R,5R,6R)-2-(hydroxymethyl)azepane-3,4,5,6-tetraol and (2R,3R,4R,5R,6S)-2-(hydroxymethyl)azepane-3,4,5,6-tetraol from d -mannose is described. The method involves a Henry reaction between dimethyl-tert-butylsilyl 2,3-O-isopropylidene-α- d -lyxo-pentodialdo-1,4-furanoside and 2-nitroethanol followed by a reductive ring closure of the resulting epimeric nitro aldols. Glycosidase inhibition tests showed that (2R,3R,4R,5R,6S)-2-(hydroxymethyl)azepane-3,4,5,6-tetraol exhibits a weak but selective inhibition against α- l -fucosides.
Vishwakarma Singh - One of the best experts on this subject based on the ideXlab platform.
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oxidative dearomatization and retro diels alder diels alder cascade synthesis and photoreactions of azepane annulated bicyclo 2 2 2 octenone
Tetrahedron Letters, 2019Co-Authors: Sushil Kumar Tripathi, Vishwakarma SinghAbstract:Abstract Synthesis of azepane annulated bicyclo[2.2.2]octenone via oxidative dearomatization and intramolecular π4s + π2s cycloaddition has been described. Manipulation of the adduct led to tricyclic compounds having a β,γ-enone chromophore whose photoreaction upon triplet and singlet excitation furnished polycyclic systems having azepane ring systems.
