NEW STEREOCONTROLLED SYNTHESIS OF CYCLIC SULFONIMIDATES

Authors
REGGELIN M WELCKER R
Citation
M. Reggelin et R. Welcker, NEW STEREOCONTROLLED SYNTHESIS OF CYCLIC SULFONIMIDATES, Tetrahedron letters, 36(33), 1995, pp. 5885-5886
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
33
Year of publication
1995
Pages
5885 - 5886
Database
ISI
SICI code
0040-4039(1995)36:33<5885:NSSOCS>2.0.ZU;2-2
Abstract
Cyclic sulfonimidates 3 can be synthesised in enantiomerically pure fo rm from amino alcohols by 1,8-diazabicyclo [5.4.0] undecene-7 (DBU) in duced oxidative cyclisation of sulfinamides 1. The very rapid intramol ecular reaction of the intermediate sulfonimidoylchlorides 2 allows fo r complete chirality transfer with overall inversion of configuration at sulfur.