3 years ago

Palladium-Catalyzed Enantioselective Alkoxycarbonylation of Propargylic Carbonates with (R)- or (S)-3,4,5-(MeO)3-MeOBIPHEP

Palladium-Catalyzed Enantioselective Alkoxycarbonylation of Propargylic Carbonates with (R)- or (S)-3,4,5-(MeO)3-MeOBIPHEP
Shengming Ma, Wanli Zhang
(R)- and (S)-3,4,5-(MeO)3-MeOBIPHEP have been identified as the efficient chiral ligands for the palladium-catalyzed highly enantioselective synthesis of 2,3-allenoates from different types of easily available racemic propargylic carbonates with 90–98 % ee and decent yields. The potential of the products was demonstrated with high chirality transfer efficiency. Going left or right? A catalytic highly enantioselective synthesis of 2,3-allenoates from easily available racemic propargylic carbonates utilizing (R)- or (S)-3,4,5-(MeO)3-MeOBIPHEP and Pd has been developed, resulting in optically active allenoates with 90–98 % ee and decent yields.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/chem.201701194

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