Chemistry of Ylids. X. Diphenylsulfonium Alkylides-A Stereoselective Synthesis of Epoxides

A. William Johnson; Victor J. Hruby; Joseph L. Williams

doi:10.1021/ja01059a037

Chemistry of Ylids. X. Diphenylsulfonium Alkylides-A Stereoselective Synthesis of Epoxides

A. William Johnson, Victor J. Hruby, Joseph L. Williams

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

50 Scopus citations

Abstract

The preparation and properties of diphenylsulfonium benzylide (8) and butylide (9) are described. Both ylids can be dissociated into carbenes and phenyl sulfide. The benzylide 8 reacts stereoselectively with benzal-dehydes to form trans-stilbene oxides.

Original language	English (US)
Pages (from-to)	918-922
Number of pages	5
Journal	Journal of the American Chemical Society
Volume	86
Issue number	5
DOIs	https://doi.org/10.1021/ja01059a037
State	Published - Mar 1 1964
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja01059a037

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title = "Chemistry of Ylids. X. Diphenylsulfonium Alkylides-A Stereoselective Synthesis of Epoxides",

abstract = "The preparation and properties of diphenylsulfonium benzylide (8) and butylide (9) are described. Both ylids can be dissociated into carbenes and phenyl sulfide. The benzylide 8 reacts stereoselectively with benzal-dehydes to form trans-stilbene oxides.",

author = "Johnson, {A. William} and Hruby, {Victor J.} and Williams, {Joseph L.}",

year = "1964",

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AU - Johnson, A. William

AU - Hruby, Victor J.

AU - Williams, Joseph L.

PY - 1964/3/1

Y1 - 1964/3/1

N2 - The preparation and properties of diphenylsulfonium benzylide (8) and butylide (9) are described. Both ylids can be dissociated into carbenes and phenyl sulfide. The benzylide 8 reacts stereoselectively with benzal-dehydes to form trans-stilbene oxides.

AB - The preparation and properties of diphenylsulfonium benzylide (8) and butylide (9) are described. Both ylids can be dissociated into carbenes and phenyl sulfide. The benzylide 8 reacts stereoselectively with benzal-dehydes to form trans-stilbene oxides.

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Chemistry of Ylids. X. Diphenylsulfonium Alkylides-A Stereoselective Synthesis of Epoxides

Abstract

ASJC Scopus subject areas

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