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Synthesis of Highly Enantioenriched C‐Tertiary Amines From Boronic Esters: Application to the Synthesis of Igmesine
Author(s) -
Bagutski Viktor,
Elford Tim G.,
Aggarwal Varinder K.
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.201006037
Subject(s) - borylation , chemistry , tertiary amine , tertiary alcohols , organic chemistry , combinatorial chemistry , catalysis , alkyl , aryl
Better than all the rest : Tertiary boronic esters, readily available using the lithiation–borylation reaction, have been converted into tertiary alkylamines in very high ee. The work has been applied to a short, modular, and fully stereocontrolled synthesis of the pharmaceutical igmesine and chiral 2,2‐disubstituted piperidines.
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