ALDOL REACTIONS ON SOLID-PHASE - SC(OTF)(3)-CATALYZED ALDOL REACTIONSOF POLYMER-SUPPORTED SILYL ENOL ETHERS WITH ALDEHYDES PROVIDING CONVENIENT METHODS FOR THE PREPARATION OF 1,3-DIOL,BETA-HYDROXY CARBOXYLIC-ACID, AND BETA-HYDROXY ALDEHYDE LIBRARIES

Authors
KOBAYASHI S HACHIYA I YASUDA M
Citation
S. Kobayashi et al., ALDOL REACTIONS ON SOLID-PHASE - SC(OTF)(3)-CATALYZED ALDOL REACTIONSOF POLYMER-SUPPORTED SILYL ENOL ETHERS WITH ALDEHYDES PROVIDING CONVENIENT METHODS FOR THE PREPARATION OF 1,3-DIOL,BETA-HYDROXY CARBOXYLIC-ACID, AND BETA-HYDROXY ALDEHYDE LIBRARIES, Tetrahedron letters, 37(31), 1996, pp. 5569-5572
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
31
Year of publication
1996
Pages
5569 - 5572
Database
ISI
SICI code
0040-4039(1996)37:31<5569:AROS-S>2.0.ZU;2-U
Abstract
Aldol reactions on solid phase have been achieved. In the presence of a catalytic amount of scandium triflate (Sc(OTf)(3)), polymer-supporte d silyl enol ethers reacted with aldehydes to afford the corresponding beta-hydroxy thioester derivatives, which were reduced to I,3-diol an d beta-hydroxy aldehyde derivatives, or hydrolyzed to beta-hydroxy car boxylic acid derivatives. Copyright (C) 1996 Elsevier Science Ltd