Oxidative carbon-carbon bond formation via silyl bis-enol ethers: Controlled cross-coupling for the synthesis of quaternary centers

Michael D. Clift; Carla N. Taylor; Regan J. Thomson

doi:10.1021/ol702306z

Oxidative carbon-carbon bond formation via silyl bis-enol ethers: Controlled cross-coupling for the synthesis of quaternary centers

Michael D. Clift, Carla N. Taylor, Regan J. Thomson^*

^*Corresponding author for this work

Chemistry

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

60 Scopus citations

Abstract

(Chemical Equation Presented) Unsymmetrical silyl bis-enol ethers have been developed as effective substrates for synthesizing quaternary centers from tetralone derivatives through oxidative carbon-carbon bond formation. The derived products are shown to be highly versatile intermediates that may be used to generate diverse structures such as cyclopentenones, 2H-pyrroles, and spirocyclic pyrrolidines.

Original language	English (US)
Pages (from-to)	4667-4669
Number of pages	3
Journal	Organic Letters
Volume	9
Issue number	22
DOIs	https://doi.org/10.1021/ol702306z
State	Published - Oct 25 2007

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "(Chemical Equation Presented) Unsymmetrical silyl bis-enol ethers have been developed as effective substrates for synthesizing quaternary centers from tetralone derivatives through oxidative carbon-carbon bond formation. The derived products are shown to be highly versatile intermediates that may be used to generate diverse structures such as cyclopentenones, 2H-pyrroles, and spirocyclic pyrrolidines.",

author = "Clift, {Michael D.} and Taylor, {Carla N.} and Thomson, {Regan J.}",

year = "2007",

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AU - Taylor, Carla N.

AU - Thomson, Regan J.

PY - 2007/10/25

Y1 - 2007/10/25

N2 - (Chemical Equation Presented) Unsymmetrical silyl bis-enol ethers have been developed as effective substrates for synthesizing quaternary centers from tetralone derivatives through oxidative carbon-carbon bond formation. The derived products are shown to be highly versatile intermediates that may be used to generate diverse structures such as cyclopentenones, 2H-pyrroles, and spirocyclic pyrrolidines.

AB - (Chemical Equation Presented) Unsymmetrical silyl bis-enol ethers have been developed as effective substrates for synthesizing quaternary centers from tetralone derivatives through oxidative carbon-carbon bond formation. The derived products are shown to be highly versatile intermediates that may be used to generate diverse structures such as cyclopentenones, 2H-pyrroles, and spirocyclic pyrrolidines.

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Oxidative carbon-carbon bond formation via silyl bis-enol ethers: Controlled cross-coupling for the synthesis of quaternary centers

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