Oxazepines and thiazepines, 36. Diastereoselective sulfoxidation of 2,3- dihydro-1,5-benzothiazepin-4(5H)-ones by dimethyldioxirane

T. Patonay, Waldemar Adam, J. Jekó́, K. Kövér, A. Lévai, Márta Németh, Karl Peters

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

The highly chemoselective dimethyldioxirane oxidation of 2-substituted 2,3-dihydro-1,5-benzothiazepin-4(5H)-one (1) allows the synthesis of the corresponding sulfoxides (2) or sulfones (3) in good yields. The relative stereochemistry of the sulfoxides has been unequivocally determined by X-Ray and NMR methods. The high trans diastereoselectivity can be explained on the basis of steric control.

Original languageEnglish
Pages (from-to)85-94
Number of pages10
JournalHeterocycles
Volume51
Issue number1
Publication statusPublished - Jan 1 1999

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Thiazepines
Oxazepines
Sulfoxides
Sulfones
Stereochemistry
Nuclear magnetic resonance
X-Rays
X rays
Oxidation
dimethyldioxirane

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Oxazepines and thiazepines, 36. Diastereoselective sulfoxidation of 2,3- dihydro-1,5-benzothiazepin-4(5H)-ones by dimethyldioxirane. / Patonay, T.; Adam, Waldemar; Jekó́, J.; Kövér, K.; Lévai, A.; Németh, Márta; Peters, Karl.

In: Heterocycles, Vol. 51, No. 1, 01.01.1999, p. 85-94.

Research output: Contribution to journalArticle

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