Vinylcyclopentene synthesis via phenylthio radical catalyzed addition of electron deficient alkynes to substituted vinylcyclopropanes

Ken S. Feldman; Robert E. Ruckle; Anthony L. Romanelli

doi:10.1016/S0040-4039(01)93486-0

Vinylcyclopentene synthesis via phenylthio radical catalyzed addition of electron deficient alkynes to substituted vinylcyclopropanes

Ken S. Feldman, Robert E. Ruckle, Anthony L. Romanelli

Chemistry

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

54 Scopus citations

Abstract

Treatment of either t-butyl ester- or benzylether-substituted vinylcyclopropanes with an excess of ester- or sulfone-bearing alkynes in the presence of phenylthio radical in benzene afforded moderate yields of functionalized vinylcyclopentene products as mixtures of stereoisomers.

Original language	English (US)
Pages (from-to)	5845-5848
Number of pages	4
Journal	Tetrahedron Letters
Volume	30
Issue number	43
DOIs	https://doi.org/10.1016/S0040-4039(01)93486-0
State	Published - 1989

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(01)93486-0

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title = "Vinylcyclopentene synthesis via phenylthio radical catalyzed addition of electron deficient alkynes to substituted vinylcyclopropanes",

abstract = "Treatment of either t-butyl ester- or benzylether-substituted vinylcyclopropanes with an excess of ester- or sulfone-bearing alkynes in the presence of phenylthio radical in benzene afforded moderate yields of functionalized vinylcyclopentene products as mixtures of stereoisomers.",

author = "Feldman, \{Ken S.\} and Ruckle, \{Robert E.\} and Romanelli, \{Anthony L.\}",

year = "1989",

doi = "10.1016/S0040-4039(01)93486-0",

language = "English (US)",

volume = "30",

pages = "5845--5848",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

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T1 - Vinylcyclopentene synthesis via phenylthio radical catalyzed addition of electron deficient alkynes to substituted vinylcyclopropanes

AU - Feldman, Ken S.

AU - Ruckle, Robert E.

AU - Romanelli, Anthony L.

PY - 1989

Y1 - 1989

N2 - Treatment of either t-butyl ester- or benzylether-substituted vinylcyclopropanes with an excess of ester- or sulfone-bearing alkynes in the presence of phenylthio radical in benzene afforded moderate yields of functionalized vinylcyclopentene products as mixtures of stereoisomers.

AB - Treatment of either t-butyl ester- or benzylether-substituted vinylcyclopropanes with an excess of ester- or sulfone-bearing alkynes in the presence of phenylthio radical in benzene afforded moderate yields of functionalized vinylcyclopentene products as mixtures of stereoisomers.

UR - https://www.scopus.com/pages/publications/0000079817

UR - https://www.scopus.com/inward/citedby.url?scp=0000079817&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(01)93486-0

DO - 10.1016/S0040-4039(01)93486-0

M3 - Article

AN - SCOPUS:0000079817

SN - 0040-4039

VL - 30

SP - 5845

EP - 5848

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 43

ER -

Vinylcyclopentene synthesis via phenylthio radical catalyzed addition of electron deficient alkynes to substituted vinylcyclopropanes

Abstract

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