FACILE SYNTHESIS OF (S)-BETA-HYDROXY-BETA-TRICHLOROMETHYLATED AROMATIC KETONES BY THE REGIOSELECTIVE RING-CLEAVAGE OF CHIRAL BETA-TRICHLOROMETHYL-BETA-PROPIOLACTONE UNDER THE FRIEDEL-CRAFTS CONDITIONS

Authors
FUJISAWA T ITO T FUJIMOTO K SHIMIZU M WYNBERG H STARING EGJ
Citation
T. Fujisawa et al., FACILE SYNTHESIS OF (S)-BETA-HYDROXY-BETA-TRICHLOROMETHYLATED AROMATIC KETONES BY THE REGIOSELECTIVE RING-CLEAVAGE OF CHIRAL BETA-TRICHLOROMETHYL-BETA-PROPIOLACTONE UNDER THE FRIEDEL-CRAFTS CONDITIONS, Tetrahedron letters, 38(9), 1997, pp. 1593-1596
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
9
Year of publication
1997
Pages
1593 - 1596
Database
ISI
SICI code
0040-4039(1997)38:9<1593:FSO(A>2.0.ZU;2-X
Abstract
The reaction of enantiomerically pure beta-trichloromethyl-beta-propio lactone (1) as a chiral building block with an aromatic compound in th e presence of Lewis acid provided an acylated product with a chiral tr ichloromethyl carbinol moiety. The acylated product was used as an eff ective chiral synthon for natural product synthesis such as enalapril of ACE inhibitor. (C) 1997 Elsevier Science Ltd.