A reagent for the efficient cleavage of N-benzoylhomoserine lactones: Access to α-(2-phenylseleno)ethyl amino acids

Michelle L. Pedersen; David B. Berkowitz

doi:10.1016/S0040-4039(00)60175-2

A reagent for the efficient cleavage of N-benzoylhomoserine lactones: Access to α-(2-phenylseleno)ethyl amino acids

Michelle L. Pedersen, David B. Berkowitz

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11 Scopus citations

Abstract

Upon heating diphenyl diselenide and sodium trimethoxyborohydride (1:2) in DMF to 60°C, a reagent is produced which efficiently cleaves α-substituted N-benzoylhomoserine lactones to the corresponding α-(2-phenylseleno)ethyl amino acids without competing lactone reduction.

Original language	English (US)
Pages (from-to)	7315-7318
Number of pages	4
Journal	Tetrahedron Letters
Volume	33
Issue number	48
DOIs	https://doi.org/10.1016/S0040-4039(00)60175-2
State	Published - Nov 24 1992

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "A reagent for the efficient cleavage of N-benzoylhomoserine lactones: Access to α-(2-phenylseleno)ethyl amino acids",

abstract = "Upon heating diphenyl diselenide and sodium trimethoxyborohydride (1:2) in DMF to 60°C, a reagent is produced which efficiently cleaves α-substituted N-benzoylhomoserine lactones to the corresponding α-(2-phenylseleno)ethyl amino acids without competing lactone reduction.",

author = "Pedersen, {Michelle L.} and Berkowitz, {David B.}",

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T2 - Access to α-(2-phenylseleno)ethyl amino acids

AU - Pedersen, Michelle L.

AU - Berkowitz, David B.

PY - 1992/11/24

Y1 - 1992/11/24

N2 - Upon heating diphenyl diselenide and sodium trimethoxyborohydride (1:2) in DMF to 60°C, a reagent is produced which efficiently cleaves α-substituted N-benzoylhomoserine lactones to the corresponding α-(2-phenylseleno)ethyl amino acids without competing lactone reduction.

AB - Upon heating diphenyl diselenide and sodium trimethoxyborohydride (1:2) in DMF to 60°C, a reagent is produced which efficiently cleaves α-substituted N-benzoylhomoserine lactones to the corresponding α-(2-phenylseleno)ethyl amino acids without competing lactone reduction.

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U2 - 10.1016/S0040-4039(00)60175-2

DO - 10.1016/S0040-4039(00)60175-2

M3 - Article

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

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ER -

A reagent for the efficient cleavage of N-benzoylhomoserine lactones: Access to α-(2-phenylseleno)ethyl amino acids

Abstract

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