A very mild and quantitative oxidation of cephalosporins with dimethyldioxirane

Tamás E. Gunda, László Tamás, Szabolcs Sályi, Csaba Nemes, F. Sztaricskai

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

The cephalosporins 1-3 and Δ2-cephem 4 were oxidized in quantative yields to their sulfones with dimethyldioxirane. While in the case of 2-methylene-cephems (5,6) the exocyclic double bond oxidized simultaneously to the corresponding epoxide, the 3-vinyl derivative (8) or 3-methylenecephems (7) gave selectively the corresponding vinyl sulfone.

Original languageEnglish
Pages (from-to)7111-7114
Number of pages4
JournalTetrahedron Letters
Volume36
Issue number39
DOIs
Publication statusPublished - Sep 25 1995

Fingerprint

Sulfones
Epoxy Compounds
Cephalosporins
Derivatives
Oxidation
dimethyldioxirane
divinyl sulfone

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

A very mild and quantitative oxidation of cephalosporins with dimethyldioxirane. / Gunda, Tamás E.; Tamás, László; Sályi, Szabolcs; Nemes, Csaba; Sztaricskai, F.

In: Tetrahedron Letters, Vol. 36, No. 39, 25.09.1995, p. 7111-7114.

Research output: Contribution to journalArticle

Gunda, Tamás E. ; Tamás, László ; Sályi, Szabolcs ; Nemes, Csaba ; Sztaricskai, F. / A very mild and quantitative oxidation of cephalosporins with dimethyldioxirane. In: Tetrahedron Letters. 1995 ; Vol. 36, No. 39. pp. 7111-7114.
@article{bcb195090e734dfe877d0d26989be1cf,
title = "A very mild and quantitative oxidation of cephalosporins with dimethyldioxirane",
abstract = "The cephalosporins 1-3 and Δ2-cephem 4 were oxidized in quantative yields to their sulfones with dimethyldioxirane. While in the case of 2-methylene-cephems (5,6) the exocyclic double bond oxidized simultaneously to the corresponding epoxide, the 3-vinyl derivative (8) or 3-methylenecephems (7) gave selectively the corresponding vinyl sulfone.",
author = "Gunda, {Tam{\'a}s E.} and L{\'a}szl{\'o} Tam{\'a}s and Szabolcs S{\'a}lyi and Csaba Nemes and F. Sztaricskai",
year = "1995",
month = "9",
day = "25",
doi = "10.1016/0040-4039(95)01411-A",
language = "English",
volume = "36",
pages = "7111--7114",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "39",

}

TY - JOUR

T1 - A very mild and quantitative oxidation of cephalosporins with dimethyldioxirane

AU - Gunda, Tamás E.

AU - Tamás, László

AU - Sályi, Szabolcs

AU - Nemes, Csaba

AU - Sztaricskai, F.

PY - 1995/9/25

Y1 - 1995/9/25

N2 - The cephalosporins 1-3 and Δ2-cephem 4 were oxidized in quantative yields to their sulfones with dimethyldioxirane. While in the case of 2-methylene-cephems (5,6) the exocyclic double bond oxidized simultaneously to the corresponding epoxide, the 3-vinyl derivative (8) or 3-methylenecephems (7) gave selectively the corresponding vinyl sulfone.

AB - The cephalosporins 1-3 and Δ2-cephem 4 were oxidized in quantative yields to their sulfones with dimethyldioxirane. While in the case of 2-methylene-cephems (5,6) the exocyclic double bond oxidized simultaneously to the corresponding epoxide, the 3-vinyl derivative (8) or 3-methylenecephems (7) gave selectively the corresponding vinyl sulfone.

UR - http://www.scopus.com/inward/record.url?scp=0029023945&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0029023945&partnerID=8YFLogxK

U2 - 10.1016/0040-4039(95)01411-A

DO - 10.1016/0040-4039(95)01411-A

M3 - Article

AN - SCOPUS:0029023945

VL - 36

SP - 7111

EP - 7114

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 39

ER -