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Iridium‐Catalyzed Enantioselective Allylic Alkylation with Functionalized Organozinc Bromides
Authors:James Y. Hamilton  Dr. David Sarlah  Prof. Dr. Erick M. Carreira
Affiliation:Eidgen?ssische Technische Hochschule Zürich, HCI H335, Vladimir‐Prelog‐Weg 3, 8093 Zürich (Switzerland) http://www.carreira.ethz.ch
Abstract:Iridium‐catalyzed enantioselective allylic alkylation of branched racemic carbonates with functionalized alkylzinc bromide reagents is described. Enabled by a chiral Ir/(P,olefin) complex, the method described allows allylic substitution with various primary and secondary alkyl nucleophiles with excellent regio‐ and enantioselectivities. The developed reaction was showcased in a concise, asymmetric synthesis of (?)‐preclamol.
Keywords:alkylation  allylic compounds  enantioselectivity  iridium  zinc
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