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

7 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.

Funding

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

Funders	Funder number
Israel Science Foundations

Keywords

Acetylenes
Allenes
Cyclization
Cyclobutenes
Sulfur compounds

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10.1016/s0040-4039(00)01148-5

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

Abstract

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Keywords

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