Formation of chiral quaternary carbon stereocenters using silylene transfer reactions

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

Stacie A. Calad, Keith Woerpel

Research output: Contribution to journalArticle

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 languageEnglish (US)
Pages (from-to)1037-1040
Number of pages4
JournalOrganic Letters
Volume9
Issue number6
DOIs
StatePublished - Mar 15 2007

Fingerprint

Carbon
carbon
synthesis
acetomycin

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Formation of chiral quaternary carbon stereocenters using silylene transfer reactions : Enantioselective synthesis of (+)-5-epi-acetomycin. / Calad, Stacie A.; Woerpel, Keith.

In: Organic Letters, Vol. 9, No. 6, 15.03.2007, p. 1037-1040.

Research output: Contribution to journalArticle

@article{d594cba48e4c42138c70803f85c2058a,
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 Keith Woerpel",
year = "2007",
month = "3",
day = "15",
doi = "10.1021/ol063072p",
language = "English (US)",
volume = "9",
pages = "1037--1040",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "6",

}

TY - JOUR

T1 - Formation of chiral quaternary carbon stereocenters using silylene transfer reactions

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

AU - Calad, Stacie A.

AU - Woerpel, Keith

PY - 2007/3/15

Y1 - 2007/3/15

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.

UR - http://www.scopus.com/inward/record.url?scp=33947582410&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33947582410&partnerID=8YFLogxK

U2 - 10.1021/ol063072p

DO - 10.1021/ol063072p

M3 - Article

VL - 9

SP - 1037

EP - 1040

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 6

ER -