Premium
A Boron‐Based Synthesis of the Natural Product (+)‐ trans ‐Dihydrolycoricidine
Author(s) -
Poe Sarah L.,
Morken James P.
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201007135
Subject(s) - enantioselective synthesis , pinacol , dihydroxylation , natural product , conjugate , chemistry , combinatorial chemistry , boron , catalysis , computer science , stereochemistry , organic chemistry , mathematics , mathematical analysis
Diastereoselective diboration results in the highly selective 1,4‐dihydroxylation of chiral cyclohexadienes (see scheme). Together with the catalytic enantioselective conjugate allylboration, the diene diboration facilitates the asymmetric synthesis of the cytotoxic agent (+)‐ trans ‐dihydrolycoricidine ( 1 ). pin=pinacol.