MOLECULAR RECOGNITION BY ARTIFICIAL CHIRAL CATALYSTS UTILIZING A METAL CHELATE - A REMARKABLE DIFFERENCE IN REACTIVITY BETWEEN GEOMETRICAL-ISOMERS OF SILYL ENOLATES IN ASYMMETRIC ALDOL REACTIONS USING CHIRAL TIN(II) CATALYSTS

Authors
KOBAYASHI S HORIBE M HACHIYA I
Citation
S. Kobayashi et al., MOLECULAR RECOGNITION BY ARTIFICIAL CHIRAL CATALYSTS UTILIZING A METAL CHELATE - A REMARKABLE DIFFERENCE IN REACTIVITY BETWEEN GEOMETRICAL-ISOMERS OF SILYL ENOLATES IN ASYMMETRIC ALDOL REACTIONS USING CHIRAL TIN(II) CATALYSTS, Tetrahedron letters, 36(18), 1995, pp. 3173-3176
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
18
Year of publication
1995
Pages
3173 - 3176
Database
ISI
SICI code
0040-4039(1995)36:18<3173:MRBACC>2.0.ZU;2-7
Abstract
A remarkable difference in reactivity between (E)- and (Z)-enolates in the asymmetric aldol reactions of silyl enolates with aldehydes using chiral tin(II) Lewis acids was found. This difference can be interpre ted to mean that the chiral catalyst coordinated by aldehydes via a me tal chelate recognizes the geometry of the silyl enolates.