Construction of cephem framework via sequential reductive 1,2-elimination-hydride addition in a tributyltin hydride-copper(I) chloride-NMP system: Synthesis of 3-norcephalosporin

Hideo Tanaka, Yoshihiko Yamaguchi, Shin Ichi Sumida, Sigeru Torii

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

A sequential reductive 1,2-elimination and hydride addition process for 3,4-disubstituted butenoates derived from penicillin is successfully performed with the aid of a combination of tributyltin hydride and copper(I) chloride in N-methyl-2-pyrrolidinone (NMP) to afford 3-norcephalosporin.

Original languageEnglish
Pages (from-to)2705-2706
Number of pages2
JournalChemical Communications
Issue number24
Publication statusPublished - 1996

Fingerprint

Hydrides
Penicillins
Copper
N-methylpyrrolidone
tributyltin
cuprous chloride

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Construction of cephem framework via sequential reductive 1,2-elimination-hydride addition in a tributyltin hydride-copper(I) chloride-NMP system : Synthesis of 3-norcephalosporin. / Tanaka, Hideo; Yamaguchi, Yoshihiko; Sumida, Shin Ichi; Torii, Sigeru.

In: Chemical Communications, No. 24, 1996, p. 2705-2706.

Research output: Contribution to journalArticle

@article{ed76fabc56854f20bc092eb23e5acaf4,
title = "Construction of cephem framework via sequential reductive 1,2-elimination-hydride addition in a tributyltin hydride-copper(I) chloride-NMP system: Synthesis of 3-norcephalosporin",
abstract = "A sequential reductive 1,2-elimination and hydride addition process for 3,4-disubstituted butenoates derived from penicillin is successfully performed with the aid of a combination of tributyltin hydride and copper(I) chloride in N-methyl-2-pyrrolidinone (NMP) to afford 3-norcephalosporin.",
author = "Hideo Tanaka and Yoshihiko Yamaguchi and Sumida, {Shin Ichi} and Sigeru Torii",
year = "1996",
language = "English",
pages = "2705--2706",
journal = "Chemical Communications",
issn = "1359-7345",
publisher = "Royal Society of Chemistry",
number = "24",

}

TY - JOUR

T1 - Construction of cephem framework via sequential reductive 1,2-elimination-hydride addition in a tributyltin hydride-copper(I) chloride-NMP system

T2 - Synthesis of 3-norcephalosporin

AU - Tanaka, Hideo

AU - Yamaguchi, Yoshihiko

AU - Sumida, Shin Ichi

AU - Torii, Sigeru

PY - 1996

Y1 - 1996

N2 - A sequential reductive 1,2-elimination and hydride addition process for 3,4-disubstituted butenoates derived from penicillin is successfully performed with the aid of a combination of tributyltin hydride and copper(I) chloride in N-methyl-2-pyrrolidinone (NMP) to afford 3-norcephalosporin.

AB - A sequential reductive 1,2-elimination and hydride addition process for 3,4-disubstituted butenoates derived from penicillin is successfully performed with the aid of a combination of tributyltin hydride and copper(I) chloride in N-methyl-2-pyrrolidinone (NMP) to afford 3-norcephalosporin.

UR - http://www.scopus.com/inward/record.url?scp=0030479036&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0030479036&partnerID=8YFLogxK

M3 - Article

AN - SCOPUS:0030479036

SP - 2705

EP - 2706

JO - Chemical Communications

JF - Chemical Communications

SN - 1359-7345

IS - 24

ER -