The Experts below are selected from a list of 78 Experts worldwide ranked by ideXlab platform
So Won Youn - One of the best experts on this subject based on the ideXlab platform.
-
Efficient Synthesis of (+)-MK7607 and its C-1 Epimer via the Stereoselective Transposition of a Tertiary Allylic Alcohol
Organic Letters, 2009Co-Authors: Dong Jae Baek, So Won YounAbstract:These studies provide an efficient and stereoselective synthetic route to (+)-MK7607 and its C-1 epimer from a common intermediate in high overall yields. The synthetic methodologies mainly rely on the stereospecific 1,3-Allylic transposition of the hindered Tertiary Alcohol group through a palladium-catalyzed Allylic rearrangement as well as a PBr3-mediated Allylic-transposed bromination.
-
efficient synthesis of mk7607 and its c 1 epimer via the stereoselective transposition of a Tertiary Allylic Alcohol
Organic Letters, 2009Co-Authors: Dong Jae Baek, So Won YounAbstract:These studies provide an efficient and stereoselective synthetic route to (+)-MK7607 and its C-1 epimer from a common intermediate in high overall yields. The synthetic methodologies mainly rely on the stereospecific 1,3-Allylic transposition of the hindered Tertiary Alcohol group through a palladium-catalyzed Allylic rearrangement as well as a PBr3-mediated Allylic-transposed bromination.
Dong Jae Baek - One of the best experts on this subject based on the ideXlab platform.
-
Efficient Synthesis of (+)-MK7607 and its C-1 Epimer via the Stereoselective Transposition of a Tertiary Allylic Alcohol
Organic Letters, 2009Co-Authors: Dong Jae Baek, So Won YounAbstract:These studies provide an efficient and stereoselective synthetic route to (+)-MK7607 and its C-1 epimer from a common intermediate in high overall yields. The synthetic methodologies mainly rely on the stereospecific 1,3-Allylic transposition of the hindered Tertiary Alcohol group through a palladium-catalyzed Allylic rearrangement as well as a PBr3-mediated Allylic-transposed bromination.
-
efficient synthesis of mk7607 and its c 1 epimer via the stereoselective transposition of a Tertiary Allylic Alcohol
Organic Letters, 2009Co-Authors: Dong Jae Baek, So Won YounAbstract:These studies provide an efficient and stereoselective synthetic route to (+)-MK7607 and its C-1 epimer from a common intermediate in high overall yields. The synthetic methodologies mainly rely on the stereospecific 1,3-Allylic transposition of the hindered Tertiary Alcohol group through a palladium-catalyzed Allylic rearrangement as well as a PBr3-mediated Allylic-transposed bromination.
René Peters - One of the best experts on this subject based on the ideXlab platform.
-
Stereospecific Asymmetric Synthesis of Tertiary Allylic Alcohol Derivatives by Catalytic [2,3]‐Meisenheimer Rearrangements
Angewandte Chemie, 2020Co-Authors: Xin Yu, Nick Wannenmacher, René PetersAbstract:Chiral acyclic Tertiary Allylic Alcohols are very important synthetic building blocks, but their enantioselective synthesis is often challenging. A major limitation in catalytic asymmetric 1,2-addition approaches to ketones is the enantioface differentiation by steric distinction of both ketone residues. In this communication we report the development of a catalytic asymmetric Meisenheimer rearrangement to overcome this problem, as it proceeds in a stereospecific manner. This allows for high enantioselectivity also for the formation of products in which the residues at the generated tetrasubstituted stereocenter display a similar steric demand. Low catalyst loadings were found to be sufficient and the reaction conditions were mild enough to tolerate even highly reactive functional groups such as an enolizable aldehyde, a primary tosylate or an epoxide. Our investigations suggest an intramolecular rearrangement pathway.
-
stereospecific asymmetric synthesis of Tertiary Allylic Alcohol derivatives by catalytic 2 3 meisenheimer rearrangements
Angewandte Chemie, 2020Co-Authors: Xin Yu, Nick Wannenmacher, René PetersAbstract:Chiral acyclic Tertiary Allylic Alcohols are very important synthetic building blocks, but their enantioselective synthesis is often challenging. A major limitation in catalytic asymmetric 1,2-addition approaches to ketones is the enantioface differentiation by steric distinction of both ketone residues. In this communication we report the development of a catalytic asymmetric Meisenheimer rearrangement to overcome this problem, as it proceeds in a stereospecific manner. This allows for high enantioselectivity also for the formation of products in which the residues at the generated tetrasubstituted stereocenter display a similar steric demand. Low catalyst loadings were found to be sufficient and the reaction conditions were mild enough to tolerate even highly reactive functional groups such as an enolizable aldehyde, a primary tosylate or an epoxide. Our investigations suggest an intramolecular rearrangement pathway.
Xin Yu - One of the best experts on this subject based on the ideXlab platform.
-
Stereospecific Asymmetric Synthesis of Tertiary Allylic Alcohol Derivatives by Catalytic [2,3]‐Meisenheimer Rearrangements
Angewandte Chemie, 2020Co-Authors: Xin Yu, Nick Wannenmacher, René PetersAbstract:Chiral acyclic Tertiary Allylic Alcohols are very important synthetic building blocks, but their enantioselective synthesis is often challenging. A major limitation in catalytic asymmetric 1,2-addition approaches to ketones is the enantioface differentiation by steric distinction of both ketone residues. In this communication we report the development of a catalytic asymmetric Meisenheimer rearrangement to overcome this problem, as it proceeds in a stereospecific manner. This allows for high enantioselectivity also for the formation of products in which the residues at the generated tetrasubstituted stereocenter display a similar steric demand. Low catalyst loadings were found to be sufficient and the reaction conditions were mild enough to tolerate even highly reactive functional groups such as an enolizable aldehyde, a primary tosylate or an epoxide. Our investigations suggest an intramolecular rearrangement pathway.
-
stereospecific asymmetric synthesis of Tertiary Allylic Alcohol derivatives by catalytic 2 3 meisenheimer rearrangements
Angewandte Chemie, 2020Co-Authors: Xin Yu, Nick Wannenmacher, René PetersAbstract:Chiral acyclic Tertiary Allylic Alcohols are very important synthetic building blocks, but their enantioselective synthesis is often challenging. A major limitation in catalytic asymmetric 1,2-addition approaches to ketones is the enantioface differentiation by steric distinction of both ketone residues. In this communication we report the development of a catalytic asymmetric Meisenheimer rearrangement to overcome this problem, as it proceeds in a stereospecific manner. This allows for high enantioselectivity also for the formation of products in which the residues at the generated tetrasubstituted stereocenter display a similar steric demand. Low catalyst loadings were found to be sufficient and the reaction conditions were mild enough to tolerate even highly reactive functional groups such as an enolizable aldehyde, a primary tosylate or an epoxide. Our investigations suggest an intramolecular rearrangement pathway.
Peter D. Howes - One of the best experts on this subject based on the ideXlab platform.
-
The first total synthesis of (+/-)-1-desoxyhypnophilin
Tetrahedron, 2001Co-Authors: David C. Harrowven, Matthew C. Lucas, Peter D. HowesAbstract:Abstract The paper describes the first total synthesis of (±)-1-desoxyhypnophilin, a linear triquinane from the East African mushroom Lentinus crinitus which displays promising antimicrobial activity. A key feature is the use of a ring closing metathesis reaction with a Tertiary Allylic Alcohol, in conjunction with a PCC induced oxidative rearrangement, to construct a cyclopentenone.
-
A total synthesis of (±)-1-desoxyhypnophilin: using ring closing metathesis for the construction of cyclic enones
Tetrahedron Letters, 2000Co-Authors: David C. Harrowven, Matthew C. Lucas, Peter D. HowesAbstract:The paper describes the first total synthesis of (+/-)-1-desoxyhypnophilin, a linear triquinane isolated from the East African mushroom Lentinus crinitus which displays promising antimicrobial activity. The key strategic feature is a new cyclopentannulation method for appending cycloalkenones onto ketones involving sequential use of a ring closing metathesis reaction with a Tertiary Allylic Alcohol and a PCC induced oxidative rearrangement.