A facile synthesis of C(3)-alkenyl substituted cephems through addition-cyclization of allenecarboxylates derived from penicillin

Hideo Tanaka; Yutaka Kameyama; Shin ichi Sumida; Sigeru Torii

doi:10.1016/S0040-4039(00)60924-3

A facile synthesis of C(3)-alkenyl substituted cephems through addition-cyclization of allenecarboxylates derived from penicillin

Hideo Tanaka, Yutaka Kameyama, Shin ichi Sumida, Sigeru Torii

School of Engineering

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

22 Citations (Scopus)

Abstract

A short-cut route to cephalosporins bearing alkenyl substituents on the C(3)-position through copper(I) chloride-promoted Michael-type addition of alkenyltributyltins to allenecarboxylates, derived from penicillin, is described.

Original language	English
Pages (from-to)	7029-7030
Number of pages	2
Journal	Tetrahedron Letters
Volume	33
Issue number	46
DOIs	https://doi.org/10.1016/S0040-4039(00)60924-3
Publication status	Published - Nov 10 1992

Keywords

3-Alkenylcephems
Allenecarboxylates
Penicillin-cephalosporin Conversion

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/S0040-4039(00)60924-3

Cite this

@article{b319c640a16a44218688f2bb99ab3170,

title = "A facile synthesis of C(3)-alkenyl substituted cephems through addition-cyclization of allenecarboxylates derived from penicillin",

abstract = "A short-cut route to cephalosporins bearing alkenyl substituents on the C(3)-position through copper(I) chloride-promoted Michael-type addition of alkenyltributyltins to allenecarboxylates, derived from penicillin, is described.",

keywords = "3-Alkenylcephems, Allenecarboxylates, Penicillin-cephalosporin Conversion",

author = "Hideo Tanaka and Yutaka Kameyama and Sumida, {Shin ichi} and Sigeru Torii",

year = "1992",

month = nov,

day = "10",

doi = "10.1016/S0040-4039(00)60924-3",

language = "English",

volume = "33",

pages = "7029--7030",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "46",

}

TY - JOUR

T1 - A facile synthesis of C(3)-alkenyl substituted cephems through addition-cyclization of allenecarboxylates derived from penicillin

AU - Tanaka, Hideo

AU - Kameyama, Yutaka

AU - Sumida, Shin ichi

AU - Torii, Sigeru

PY - 1992/11/10

Y1 - 1992/11/10

N2 - A short-cut route to cephalosporins bearing alkenyl substituents on the C(3)-position through copper(I) chloride-promoted Michael-type addition of alkenyltributyltins to allenecarboxylates, derived from penicillin, is described.

AB - A short-cut route to cephalosporins bearing alkenyl substituents on the C(3)-position through copper(I) chloride-promoted Michael-type addition of alkenyltributyltins to allenecarboxylates, derived from penicillin, is described.

KW - 3-Alkenylcephems

KW - Allenecarboxylates

KW - Penicillin-cephalosporin Conversion

UR - http://www.scopus.com/inward/record.url?scp=0026475199&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0026475199&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)60924-3

DO - 10.1016/S0040-4039(00)60924-3

M3 - Article

AN - SCOPUS:0026475199

SN - 0040-4039

VL - 33

SP - 7029

EP - 7030

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 46

ER -

A facile synthesis of C(3)-alkenyl substituted cephems through addition-cyclization of allenecarboxylates derived from penicillin

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this