A facile entry into a stable functionalized bis(methylene)cyclobutene system

S. Braverman; E. V.K.Suresh Kumar; M. Cherkinsky; M. Sprecher; I. Goldberg

doi:10.1016/S0040-4039(00)01148-5

A facile entry into a stable functionalized bis(methylene)cyclobutene system

S. Braverman, E. V.K.Suresh Kumar, M. Cherkinsky, M. Sprecher, I. Goldberg

Department of Chemistry

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

3 Scopus citations

Abstract

A parameter for the stabilization of the 3,4-bis(methylene)cyclobutene system has been identified. Appropriate functionalized derivatives, stable even in solution, have been conveniently prepared by tandem double [2,3]-sigmatropic rearrangement of conjugated dipropargylic sulfenates to diallenic disulfoxides and spontaneous cyclization of the latter. Stereochemical aspects are presented. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	6923-6927
Number of pages	5
Journal	Tetrahedron Letters
Volume	41
Issue number	35
DOIs	https://doi.org/10.1016/S0040-4039(00)01148-5
State	Published - 26 Aug 2000

Bibliographical note

Funding Information:
The financial support of this study by the Israel Science Foundations is gratefully acknowledged.

Keywords

Acetylenes
Allenes
Cyclization
Cyclobutenes
Sulfur compounds

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10.1016/S0040-4039(00)01148-5

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title = "A facile entry into a stable functionalized bis(methylene)cyclobutene system",

abstract = "A parameter for the stabilization of the 3,4-bis(methylene)cyclobutene system has been identified. Appropriate functionalized derivatives, stable even in solution, have been conveniently prepared by tandem double [2,3]-sigmatropic rearrangement of conjugated dipropargylic sulfenates to diallenic disulfoxides and spontaneous cyclization of the latter. Stereochemical aspects are presented. (C) 2000 Elsevier Science Ltd.",

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AU - Braverman, S.

AU - Kumar, E. V.K.Suresh

AU - Cherkinsky, M.

AU - Sprecher, M.

AU - Goldberg, I.

N1 - Funding Information: The financial support of this study by the Israel Science Foundations is gratefully acknowledged.

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N2 - A parameter for the stabilization of the 3,4-bis(methylene)cyclobutene system has been identified. Appropriate functionalized derivatives, stable even in solution, have been conveniently prepared by tandem double [2,3]-sigmatropic rearrangement of conjugated dipropargylic sulfenates to diallenic disulfoxides and spontaneous cyclization of the latter. Stereochemical aspects are presented. (C) 2000 Elsevier Science Ltd.

AB - A parameter for the stabilization of the 3,4-bis(methylene)cyclobutene system has been identified. Appropriate functionalized derivatives, stable even in solution, have been conveniently prepared by tandem double [2,3]-sigmatropic rearrangement of conjugated dipropargylic sulfenates to diallenic disulfoxides and spontaneous cyclization of the latter. Stereochemical aspects are presented. (C) 2000 Elsevier Science Ltd.

KW - Acetylenes

KW - Allenes

KW - Cyclization

KW - Cyclobutenes

KW - Sulfur compounds

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 35

ER -

A facile entry into a stable functionalized bis(methylene)cyclobutene system

Abstract

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Keywords

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