Enantioselective synthesis of 2-substituted and 3-substituted piperidines through a bromoaminocyclization process.
A catalytic enantioselective bromocyclization of olefinic amides using amino-thiocarbamates as the catalysts has been developed. The resulting enantioenriched 2-substituted 3-bromopiperidines can readily be transformed to 3-substituted piperidines through a silver salt-mediated rearrangement. This process has been applied to the synthesis of a dopaminergic drug, Preclamol.
Department of Chemistry, NUS, 3 Science Drive 3, Singapore11754.
Ling
L
Zhou
Daniel Weiliang
DW
Tay
Jie
J
Chen
Gulice Yiu Chung
GY
Leung
Ying-Yeung
YY
Yeung