Phenol-directed enantioselective allylation of aldimines and ketimines.
[Structure: see text] Phenols are effective directing and activating groups for our allylchlorosilane reagents, allowing the highly enantioselective allylation of a range of 2-aminophenol-derived aldimines. When the phenol is incorporated into the substrate ketimines may be allylated highly enantioselectively, leading to the experimentally simple synthesis of a range of tertiary carbinamine structures.
Rabbat
Philippe M A
PM
Department of Chemistry, Columbia University, New York, New York 10027, USA.
Valdez
S Corey
SC
Leighton
James L
JL
D000478:Alkylation; D007097:Imines / Q000737:chemistry*; D010636:Phenols / Q000737:chemistry*; D013237:Stereoisomerism
D007097:Imines; D010636:Phenols