ENANTIOSELECTIVE PUMMERER-TYPE REARRANGEMENT BY REACTION OF O-SILYLATED KETENE ACETAL WITH ENANTIOPURE ALPHA-SUBSTITUTED SULFOXIDES

Authors
KITA Y SHIBATA N FUKUI S BANDO M FUJITA S
Citation
Y. Kita et al., ENANTIOSELECTIVE PUMMERER-TYPE REARRANGEMENT BY REACTION OF O-SILYLATED KETENE ACETAL WITH ENANTIOPURE ALPHA-SUBSTITUTED SULFOXIDES, Journal of the Chemical Society. Perkin transactions. I, (12), 1997, pp. 1763-1767
Citations number
33
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
12
Year of publication
1997
Pages
1763 - 1767
Database
ISI
SICI code
0300-922X(1997):12<1763:EPRBRO>2.0.ZU;2-C
Abstract
Chiral non-racemic alpha-substituted sulfoxides have-been allowed to-r eact with O-silylated ketene acetals: in the presence of a catalytic a mount of ZnI2 in THF to give chiral non-racemic alpha-siloxy sulfides in >99% ee. This is the highest enantioselectivity reported to date fo r the Pummerer reaction.