Journal
ORGANIC LETTERS
Volume 9, Issue 20, Pages 3881-3884Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol071305m
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A new method for the synthesis of chiral ss-branched alpha-amino acids based on a copper-mediated directed allylic substitution reaction with Grignard reagents is reported. This is the first case in which a delta-stereogenic center is controlling the diastereoselectivity of an o-DPPB-directed allylic substitution. Depending on the alkene geometry of the starting material either diastereomer, anti or syn, is accessible with good levels of acyclic stereocontrol.
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