Hydrogen bond catalyzed enantioselective vinylogous Mukaiyama aldol reaction.
[chemical reaction: see text]. The concept of hydrogen bonding catalysis was extended to the vinylogous Mukaiyama aldol reaction, which gives rapid access to polyketide derivatives. The reaction of the silyldienol ether shown and a range of aldehydes catalyzed by TADDOL proceeds regiospecifically to produce the addition products in good yields and enantiomeric excesses.
Gondi
Vijaya Bhasker
VB
Department of Chemistry, The University of Chicago, Chicago, Illinois 60637, USA.
Gravel
Michel
M
Rawal
Viresh H
VH
D000447:Aldehydes / Q000737:chemistry; D002384:Catalysis; D006860:Hydrogen Bonding; D018942:Macrolides / Q000138:chemical synthesis*; D008958:Models, Molecular; D015394:Molecular Structure; D012821:Silanes / Q000737:chemistry; D013237:Stereoisomerism
D000447:Aldehydes; D018942:Macrolides; D012821:Silanes