Tandem aldol-allylation and aldol-aldol reactions with ketone-derived enolsilanes: highly diastereoselective single-step synthesis of complex tertiary carbinols.
A new tandem aldol-allylation reaction employing ketone-derived enolates has been developed that leads to the rapid, diastereoselective synthesis of tertiary carbinol containing fragments with relevance to polyketide natural product synthesis. In addition, the use of ketone-derived enolates has led to the development of a new tandem aldol-aldol reaction.
Wang
Xiaolun
X
Department of Chemistry, Columbia University, New York, New York 10027, USA.
Meng
Qinglin
Q
Perl
Nicholas R
NR
Xu
Yue
Y
Leighton
James L
JL
D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry*; D000478:Alkylation; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry*; D000432:Methanol / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D008968:Molecular Conformation; D017646:Organosilicon Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
D000447:Aldehydes; D007659:Ketones; D017646:Organosilicon Compounds; D000432:Methanol