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

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

Research output: Contribution to journalArticle

10 Citations (Scopus)

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 languageEnglish (US)
Pages (from-to)5499-5502
Number of pages4
JournalTetrahedron Letters
Volume36
Issue number31
DOIs
StatePublished - Jul 31 1995

Fingerprint

Silanes
Lewis Acids
Stoichiometry

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Cyclobutene formation accompanying an intramolecular Lewis acid-promoted spirocyclization of a propargylic silane. / Spence, John D.; Lowrie, Lee E.; Nantz, Michael H.

In: Tetrahedron Letters, Vol. 36, No. 31, 31.07.1995, p. 5499-5502.

Research output: Contribution to journalArticle

Spence, John D. ; Lowrie, Lee E. ; Nantz, Michael H. / Cyclobutene formation accompanying an intramolecular Lewis acid-promoted spirocyclization of a propargylic silane. In: Tetrahedron Letters. 1995 ; Vol. 36, No. 31. pp. 5499-5502.
@article{18699df58e6f4a6d9e495bb0b6626f65,
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",
month = "7",
day = "31",
doi = "10.1016/0040-4039(95)01115-X",
language = "English (US)",
volume = "36",
pages = "5499--5502",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "31",

}

TY - JOUR

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.

UR - http://www.scopus.com/inward/record.url?scp=0029148217&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0029148217&partnerID=8YFLogxK

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

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

M3 - Article

VL - 36

SP - 5499

EP - 5502

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 31

ER -