SYNTHESIS OF AND ASYMMETRIC INDUCTION BY CHIRAL BICYCLIC THIAZOLIUM SALTS

Citation
Rl. Knight et Fj. Leeper, SYNTHESIS OF AND ASYMMETRIC INDUCTION BY CHIRAL BICYCLIC THIAZOLIUM SALTS, Tetrahedron letters, 38(20), 1997, pp. 3611-3614
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
38
Issue
20
Year of publication
1997
Pages
3611 - 3614
Database
ISI
SICI code
0040-4039(1997)38:20<3611:SOAAIB>2.0.ZU;2-1
Abstract
Three different chiral bicyclic thiazolium salts, 10, 16 and 19, have been synthesised in enantiomerically pure form. These salts all cataly sed the formation of benzoin and butyroin from benzaldehyde and butyra ldehyde respectively and the product had the R-configuration in each c ase with e.e.'s in the range 10-33%. Possible reasons for these result s are discussed. (C) 1997 Elsevier Science Ltd.