Premium
Selective Cascade Reaction of Bisallenes via Palladium‐Catalyzed Aerobic Oxidative Carbocyclization–Borylation and Aldehyde Trapping
Author(s) -
Naidu Veluru Ramesh,
Posevins Daniels,
Volla Chandra M. R.,
Bäckvall JanE.
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201610524
Subject(s) - borylation , aldehyde , chemistry , palladium , cascade reaction , regioselectivity , catalysis , trapping , stereoselectivity , cascade , oxidative phosphorylation , combinatorial chemistry , photochemistry , organic chemistry , ecology , biochemistry , alkyl , chromatography , aryl , biology
A cascade reaction, consisting of a palladium‐catalyzed regioselective aerobic oxidative carbocyclization–borylation of bisallenes and a final aldehyde trapping, afforded triene alcohols with high diastereoselectivity. The cascade reaction occurs under mild reaction conditions and proceeds via an allylboron intermediate that is trapped by the aldehyde in a stereoselective manner.