Silylene transfer to α-keto esters and application to the synthesis of γ-lactones

Brett E. Howard; Keith Woerpel

doi:10.1016/j.tet.2009.05.066

Silylene transfer to α-keto esters and application to the synthesis of γ-lactones

Brett E. Howard, Keith Woerpel

Chemistry

Research output: Contribution to journal › Article

Abstract

Disubstituted α-hydroxy acids have been synthesized by metal-catalyzed silylene transfer to α-keto esters. A range of substituents are tolerated in the transformation with the exception of branched groups at the vinylic position. The α-hydroxy acid products can be converted into γ-lactones using a variety of lactonization conditions.

Original language	English (US)
Pages (from-to)	6447-6453
Number of pages	7
Journal	Tetrahedron
Volume	65
Issue number	33
DOIs	https://doi.org/10.1016/j.tet.2009.05.066
State	Published - Aug 15 2009

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Hydroxy Acids

Lactones

Esters

Metals

ASJC Scopus subject areas

Biochemistry
Organic Chemistry
Drug Discovery

Cite this

Howard, B. E., & Woerpel, K. (2009). Silylene transfer to α-keto esters and application to the synthesis of γ-lactones. Tetrahedron, 65(33), 6447-6453. https://doi.org/10.1016/j.tet.2009.05.066

Silylene transfer to α-keto esters and application to the synthesis of γ-lactones. / Howard, Brett E.; Woerpel, Keith.

In: Tetrahedron, Vol. 65, No. 33, 15.08.2009, p. 6447-6453.

Research output: Contribution to journal › Article

Howard, BE & Woerpel, K 2009, 'Silylene transfer to α-keto esters and application to the synthesis of γ-lactones', Tetrahedron, vol. 65, no. 33, pp. 6447-6453. https://doi.org/10.1016/j.tet.2009.05.066

Howard BE, Woerpel K. Silylene transfer to α-keto esters and application to the synthesis of γ-lactones. Tetrahedron. 2009 Aug 15;65(33):6447-6453. https://doi.org/10.1016/j.tet.2009.05.066

Howard, Brett E. ; Woerpel, Keith. / Silylene transfer to α-keto esters and application to the synthesis of γ-lactones. In: Tetrahedron. 2009 ; Vol. 65, No. 33. pp. 6447-6453.

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Access to Document

10.1016/j.tet.2009.05.066