A CHIRAL OXAZABOROLIDINONE-PROMOTED ALDOL REACTION WITH A SILYL KETENE ACETAL FROM ETHYL 1,3-DITHIOLANE-2-CARBOXYLATE - SYNTHESIS OF ACETATE ALDOLS IN HIGH ENANTIOMERIC PURITY

Authors
KIYOOKA S HENA MA
Citation
S. Kiyooka et Ma. Hena, A CHIRAL OXAZABOROLIDINONE-PROMOTED ALDOL REACTION WITH A SILYL KETENE ACETAL FROM ETHYL 1,3-DITHIOLANE-2-CARBOXYLATE - SYNTHESIS OF ACETATE ALDOLS IN HIGH ENANTIOMERIC PURITY, Tetrahedron : asymmetry, 7(8), 1996, pp. 2181-2184
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
7
Issue
8
Year of publication
1996
Pages
2181 - 2184
Database
ISI
SICI code
0957-4166(1996)7:8<2181:ACOARW>2.0.ZU;2-N
Abstract
Asymmetric synthesis of dithiolane aldols 3 was achieved in good yield s by using silyl ketene acetal 1, derived from ethyl 1,3-dithiolane-2- carbylate, in the chiral oxazaborolidinone (L-l and D-2)-promoted aldo l reaction and desulfurization of 3 resulted in production of acetate aldols 4 in high enantiomerc purity. Copyright (C) 1996 Elsevier Scien ce Ltd