Cyclobutene formation accompanying an intramolecular Lewis acid-promoted spirocyclization of a propargylic silane

John D. Spence; Lee E. Lowrie; Michael H. Nantz

doi:10.1016/0040-4039(95)01115-X

Cyclobutene formation accompanying an intramolecular Lewis acid-promoted spirocyclization of a propargylic silane

John D. Spence, Lee E. Lowrie, Michael H. Nantz

Chemistry

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

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Abstract

An intramolecular Lewis acid-promoted conjugate addition of a propargylic silane to a functionalized cyclohex-2-en-1-one resulted in part in the remarkable formation of a highly fused cyclobutene. The reaction was found to be dependent on the stoichiometry and selection of Lewis acid.

Original language	English (US)
Pages (from-to)	5499-5502
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	31
DOIs	https://doi.org/10.1016/0040-4039(95)01115-X
State	Published - Jul 31 1995

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

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10.1016/0040-4039(95)01115-X

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title = "Cyclobutene formation accompanying an intramolecular Lewis acid-promoted spirocyclization of a propargylic silane",

abstract = "An intramolecular Lewis acid-promoted conjugate addition of a propargylic silane to a functionalized cyclohex-2-en-1-one resulted in part in the remarkable formation of a highly fused cyclobutene. The reaction was found to be dependent on the stoichiometry and selection of Lewis acid.",

author = "Spence, {John D.} and Lowrie, {Lee E.} and Nantz, {Michael H.}",

year = "1995",

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T1 - Cyclobutene formation accompanying an intramolecular Lewis acid-promoted spirocyclization of a propargylic silane

AU - Spence, John D.

AU - Lowrie, Lee E.

AU - Nantz, Michael H.

PY - 1995/7/31

Y1 - 1995/7/31

N2 - An intramolecular Lewis acid-promoted conjugate addition of a propargylic silane to a functionalized cyclohex-2-en-1-one resulted in part in the remarkable formation of a highly fused cyclobutene. The reaction was found to be dependent on the stoichiometry and selection of Lewis acid.

AB - An intramolecular Lewis acid-promoted conjugate addition of a propargylic silane to a functionalized cyclohex-2-en-1-one resulted in part in the remarkable formation of a highly fused cyclobutene. The reaction was found to be dependent on the stoichiometry and selection of Lewis acid.

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U2 - 10.1016/0040-4039(95)01115-X

DO - 10.1016/0040-4039(95)01115-X

M3 - Article

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EP - 5502

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 31

ER -

Cyclobutene formation accompanying an intramolecular Lewis acid-promoted spirocyclization of a propargylic silane

Abstract

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