Enantiomerically enriched α-vinyl amino acids via lipase-mediated "reverse transesterification"

David B. Berkowitz; James A. Pumphrey; Quanrong Shen

doi:10.1016/S0040-4039(00)78486-3

Enantiomerically enriched α-vinyl amino acids via lipase-mediated "reverse transesterification"

David B. Berkowitz, James A. Pumphrey, Quanrong Shen

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

36 Scopus citations

Abstract

Reduction of protected α-vinyl amino acids produces "neopentyl" alcohols that may be enriched in the L-antipode by lipase-mediated acylation with vinyl acetate. Subsequent deacetylation, oxidation and hydrolysis yields enantiomerically enriched L-α-vinyl amino acids.

Original language	English (US)
Pages (from-to)	8743-8746
Number of pages	4
Journal	Tetrahedron Letters
Volume	35
Issue number	47
DOIs	https://doi.org/10.1016/S0040-4039(00)78486-3
State	Published - Nov 21 1994

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)78486-3

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title = "Enantiomerically enriched α-vinyl amino acids via lipase-mediated {"}reverse transesterification{"}",

abstract = "Reduction of protected α-vinyl amino acids produces {"}neopentyl{"} alcohols that may be enriched in the L-antipode by lipase-mediated acylation with vinyl acetate. Subsequent deacetylation, oxidation and hydrolysis yields enantiomerically enriched L-α-vinyl amino acids.",

author = "Berkowitz, {David B.} and Pumphrey, {James A.} and Quanrong Shen",

year = "1994",

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T1 - Enantiomerically enriched α-vinyl amino acids via lipase-mediated "reverse transesterification"

AU - Berkowitz, David B.

AU - Pumphrey, James A.

AU - Shen, Quanrong

PY - 1994/11/21

Y1 - 1994/11/21

N2 - Reduction of protected α-vinyl amino acids produces "neopentyl" alcohols that may be enriched in the L-antipode by lipase-mediated acylation with vinyl acetate. Subsequent deacetylation, oxidation and hydrolysis yields enantiomerically enriched L-α-vinyl amino acids.

AB - Reduction of protected α-vinyl amino acids produces "neopentyl" alcohols that may be enriched in the L-antipode by lipase-mediated acylation with vinyl acetate. Subsequent deacetylation, oxidation and hydrolysis yields enantiomerically enriched L-α-vinyl amino acids.

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U2 - 10.1016/S0040-4039(00)78486-3

DO - 10.1016/S0040-4039(00)78486-3

M3 - Article

AN - SCOPUS:0028046553

SN - 0040-4039

VL - 35

SP - 8743

EP - 8746

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 47

ER -

Enantiomerically enriched α-vinyl amino acids via lipase-mediated "reverse transesterification"

Abstract

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