Synthesis of tertiary α-hydroxy acids by silylene transfer to α-keto esters

Brett E. Howard, Keith Woerpel

Research output: Contribution to journalArticle

Abstract

(Chemical Equation Presented) α-Keto esters can be converted into α-hydroxy acids in a single flask involving metal-catalyzed silylene transfer, 6π-electrocyclization, Ireland-Claisen rearrangement, and hydrolysis. This reaction sequence is stereoselective and tolerates alkyl- and aryl-substituted α-keto ester substrates as well as an α-imino ester.

Original languageEnglish (US)
Pages (from-to)4651-4653
Number of pages3
JournalOrganic Letters
Volume9
Issue number22
DOIs
StatePublished - Oct 25 2007

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Hydroxy Acids
esters
Esters
acids
synthesis
flasks
Ireland
hydrolysis
Hydrolysis
Metals
Substrates
metals

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Synthesis of tertiary α-hydroxy acids by silylene transfer to α-keto esters. / Howard, Brett E.; Woerpel, Keith.

In: Organic Letters, Vol. 9, No. 22, 25.10.2007, p. 4651-4653.

Research output: Contribution to journalArticle

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