A mild, efficient method for the oxidation of α-diazo-β-hydroxyesters to α-diazo-β-ketoesters

Puhui Li; Max M. Majireck; Ilia Korboukh; Steven M. Weinreb

doi:10.1016/j.tetlet.2008.03.011

A mild, efficient method for the oxidation of α-diazo-β-hydroxyesters to α-diazo-β-ketoesters

Puhui Li, Max M. Majireck, Ilia Korboukh, Steven M. Weinreb

Chemistry

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

14 Scopus citations

Abstract

A wide variety of α-diazo-β-ketoesters can be prepared in good overall yields via a two-step sequence involving addition of ethyl lithiodiazoacetate to aliphatic, aromatic, and conjugated aldehydes followed by mild oxidation with the Dess-Martin periodinane.

Original language	English (US)
Pages (from-to)	3162-3164
Number of pages	3
Journal	Tetrahedron Letters
Volume	49
Issue number	19
DOIs	https://doi.org/10.1016/j.tetlet.2008.03.011
State	Published - May 5 2008

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2008.03.011

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title = "A mild, efficient method for the oxidation of α-diazo-β-hydroxyesters to α-diazo-β-ketoesters",

abstract = "A wide variety of α-diazo-β-ketoesters can be prepared in good overall yields via a two-step sequence involving addition of ethyl lithiodiazoacetate to aliphatic, aromatic, and conjugated aldehydes followed by mild oxidation with the Dess-Martin periodinane.",

author = "Puhui Li and Majireck, {Max M.} and Ilia Korboukh and Weinreb, {Steven M.}",

note = "Funding Information: We are grateful to the National Institutes of Health (CA-034303) for the financial support of this research.",

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doi = "10.1016/j.tetlet.2008.03.011",

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journal = "Tetrahedron Letters",

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T1 - A mild, efficient method for the oxidation of α-diazo-β-hydroxyesters to α-diazo-β-ketoesters

AU - Li, Puhui

AU - Majireck, Max M.

AU - Korboukh, Ilia

AU - Weinreb, Steven M.

N1 - Funding Information: We are grateful to the National Institutes of Health (CA-034303) for the financial support of this research.

PY - 2008/5/5

Y1 - 2008/5/5

N2 - A wide variety of α-diazo-β-ketoesters can be prepared in good overall yields via a two-step sequence involving addition of ethyl lithiodiazoacetate to aliphatic, aromatic, and conjugated aldehydes followed by mild oxidation with the Dess-Martin periodinane.

AB - A wide variety of α-diazo-β-ketoesters can be prepared in good overall yields via a two-step sequence involving addition of ethyl lithiodiazoacetate to aliphatic, aromatic, and conjugated aldehydes followed by mild oxidation with the Dess-Martin periodinane.

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U2 - 10.1016/j.tetlet.2008.03.011

DO - 10.1016/j.tetlet.2008.03.011

M3 - Article

AN - SCOPUS:41649099019

SN - 0040-4039

VL - 49

SP - 3162

EP - 3164

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 19

ER -

A mild, efficient method for the oxidation of α-diazo-β-hydroxyesters to α-diazo-β-ketoesters

Abstract

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