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Complex Allylation by the Direct Cross‐Coupling of Imines with Unactivated Allylic Alcohols
Author(s) -
Takahashi Masayuki,
McLaughlin Martin,
Micalizio Glenn C.
Publication year - 2009
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.200900236
Subject(s) - allylic rearrangement , regioselectivity , stereoselectivity , reagent , alkene , chemistry , transposition (logic) , selectivity , coupling (piping) , combinatorial chemistry , organic chemistry , catalysis , materials science , computer science , artificial intelligence , metallurgy
Regioselective, stereoselective : The convergent coupling of allylic alcohols with imines to deliver stereodefined homoallylic amines is described (see scheme). The process proceeds with net allylic transposition without the intermediacy of allylic organometallic reagents. Two stereodefined centers and a geometrically defined di‐ or trisubstituted alkene are forged with high selectivity.