Formation of chiral quaternary carbon stereocenters using silylene transfer reactions: Enantioselective synthesis of (+)-5-epi-acetomycin

Stacie A. Calad; K. A. Woerpel

doi:10.1021/ol063072p

Formation of chiral quaternary carbon stereocenters using silylene transfer reactions: Enantioselective synthesis of (+)-5-epi-acetomycin

Stacie A. Calad, K. A. Woerpel

Chemistry

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

Abstract

(Chemical Equation Presented) Chiral quaternary carbon stereocenters can be established with high diastereoselectivity by a silylene transfer/lreland- Claisen rearrangement. The utility of this method was demonstrated by application to a synthesis of (+)-5-epi-acetomycin.

Original language	English (US)
Pages (from-to)	1037-1040
Number of pages	4
Journal	Organic Letters
Volume	9
Issue number	6
DOIs	https://doi.org/10.1021/ol063072p
State	Published - Mar 15 2007

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol063072p

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title = "Formation of chiral quaternary carbon stereocenters using silylene transfer reactions: Enantioselective synthesis of (+)-5-epi-acetomycin",

abstract = "(Chemical Equation Presented) Chiral quaternary carbon stereocenters can be established with high diastereoselectivity by a silylene transfer/lreland- Claisen rearrangement. The utility of this method was demonstrated by application to a synthesis of (+)-5-epi-acetomycin.",

author = "Calad, {Stacie A.} and Woerpel, {K. A.}",

year = "2007",

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doi = "10.1021/ol063072p",

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T2 - Enantioselective synthesis of (+)-5-epi-acetomycin

AU - Calad, Stacie A.

AU - Woerpel, K. A.

PY - 2007/3/15

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N2 - (Chemical Equation Presented) Chiral quaternary carbon stereocenters can be established with high diastereoselectivity by a silylene transfer/lreland- Claisen rearrangement. The utility of this method was demonstrated by application to a synthesis of (+)-5-epi-acetomycin.

AB - (Chemical Equation Presented) Chiral quaternary carbon stereocenters can be established with high diastereoselectivity by a silylene transfer/lreland- Claisen rearrangement. The utility of this method was demonstrated by application to a synthesis of (+)-5-epi-acetomycin.

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Formation of chiral quaternary carbon stereocenters using silylene transfer reactions: Enantioselective synthesis of (+)-5-epi-acetomycin

Abstract

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