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Copper‐Free Asymmetric Allylic Alkylation of Trisubstituted Cyclic Allyl Bromides Using Grignard Reagents
Author(s) -
Grassi David,
Alexakis Alexandre
Publication year - 2013
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.201307591
Subject(s) - tsuji–trost reaction , regioselectivity , reagent , allylic rearrangement , alkylation , chemistry , catalysis , ligand (biochemistry) , medicinal chemistry , grignard reagent , organic chemistry , receptor , biochemistry
AAA : The asymmetric allylic alkylation (AAA) of trisubstituted cyclic allyl bromides with Grignard reagents is catalytic (2 mol % of ligand) and regioselective (S N 2'/S N 2=91:9→100:0). The quaternary carbon centers are formed with good to high enantioselectivity (e.r.=81.5:19.5→96:4).