Palladium(II)-Catalyzed Dicarboxymethylation of Chiral Allylic Alcohols: Chirality Transfer Affording Optically Active Diesters Containing Three Contiguous Chiral Centers

Othman Hamed; Patrick M. Henry; Daniel P. Becker

doi:10.1016/j.tetlet.2010.04.105

Palladium(II)-Catalyzed Dicarboxymethylation of Chiral Allylic Alcohols: Chirality Transfer Affording Optically Active Diesters Containing Three Contiguous Chiral Centers

Othman Hamed, Patrick M. Henry, Daniel P. Becker

Department of Chemistry and Biochemistry

Research output: Contribution to journal › Article › peer-review

Abstract

This manuscript describes the extension of Stille’s palladium-catalyzed olefin dicarbonylation reaction to chiral allylic alcohols with chirality transfer to afford the corresponding chiral alcohol functionalized with bis-carbomethoxy esters, containing three contiguous chiral centers, in good to excellent diastereoselectivities (78–98%).

Original language	American English
Journal	Chemistry: Faculty Publications and Other Works
Volume	51
Issue number	27
DOIs	https://doi.org/10.1016/j.tetlet.2010.04.105
State	Published - Jul 7 2010

Keywords

alcohols
diesters
chiral centers

Disciplines

Chemistry

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Palladium(II)-Catalyzed Dicarboxymethylation of Chiral Allylic Alcohols: Chirality Transfer Affording Optically Active Diesters Containing Three Contiguous Chiral Centers. / Hamed, Othman; Henry, Patrick M.; Becker, Daniel P.
In: Chemistry: Faculty Publications and Other Works, Vol. 51, No. 27, 07.07.2010.

Research output: Contribution to journal › Article › peer-review

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title = "Palladium(II)-Catalyzed Dicarboxymethylation of Chiral Allylic Alcohols: Chirality Transfer Affording Optically Active Diesters Containing Three Contiguous Chiral Centers",

abstract = " This manuscript describes the extension of Stille{\textquoteright}s palladium-catalyzed olefin dicarbonylation reaction to chiral allylic alcohols with chirality transfer to afford the corresponding chiral alcohol functionalized with bis-carbomethoxy esters, containing three contiguous chiral centers, in good to excellent diastereoselectivities (78–98\%).",

keywords = "alcohols, diesters, chiral centers",

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AU - Henry, Patrick M.

AU - Becker, Daniel P.

PY - 2010/7/7

Y1 - 2010/7/7

N2 - This manuscript describes the extension of Stille’s palladium-catalyzed olefin dicarbonylation reaction to chiral allylic alcohols with chirality transfer to afford the corresponding chiral alcohol functionalized with bis-carbomethoxy esters, containing three contiguous chiral centers, in good to excellent diastereoselectivities (78–98%).

AB - This manuscript describes the extension of Stille’s palladium-catalyzed olefin dicarbonylation reaction to chiral allylic alcohols with chirality transfer to afford the corresponding chiral alcohol functionalized with bis-carbomethoxy esters, containing three contiguous chiral centers, in good to excellent diastereoselectivities (78–98%).

KW - alcohols

KW - diesters

KW - chiral centers

UR - https://ecommons.luc.edu/chemistry_facpubs/30

U2 - 10.1016/j.tetlet.2010.04.105

DO - 10.1016/j.tetlet.2010.04.105

M3 - Article

VL - 51

JO - Chemistry: Faculty Publications and Other Works

JF - Chemistry: Faculty Publications and Other Works

IS - 27

ER -

Palladium(II)-Catalyzed Dicarboxymethylation of Chiral Allylic Alcohols: Chirality Transfer Affording Optically Active Diesters Containing Three Contiguous Chiral Centers

Abstract

Keywords

Disciplines

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