A reagent for the efficient cleavage of N-benzoylhomoserine lactones

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

Michelle L. Pedersen, David B Berkowitz

Research output: Contribution to journalArticle

11 Citations (Scopus)

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 languageEnglish (US)
Pages (from-to)7315-7318
Number of pages4
JournalTetrahedron Letters
Volume33
Issue number48
DOIs
StatePublished - Nov 24 1992

Fingerprint

Lactones
Amino Acids
Heating
Sodium
diphenyldiselenide

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

A reagent for the efficient cleavage of N-benzoylhomoserine lactones : Access to α-(2-phenylseleno)ethyl amino acids. / Pedersen, Michelle L.; Berkowitz, David B.

In: Tetrahedron Letters, Vol. 33, No. 48, 24.11.1992, p. 7315-7318.

Research output: Contribution to journalArticle

@article{c1959b207d104e62b0e51d819216269d,
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}",
year = "1992",
month = "11",
day = "24",
doi = "10.1016/S0040-4039(00)60175-2",
language = "English (US)",
volume = "33",
pages = "7315--7318",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "48",

}

TY - JOUR

T1 - A reagent for the efficient cleavage of N-benzoylhomoserine lactones

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.

UR - http://www.scopus.com/inward/record.url?scp=0026482698&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0026482698&partnerID=8YFLogxK

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

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

M3 - Article

VL - 33

SP - 7315

EP - 7318

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 48

ER -