Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 54, Issue 26, Pages 7644-7647Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201501851
Keywords
alkylation; allylic compounds; enantioselectivity; iridium; zinc
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Funding
- ETH Zurich
- Swiss National Science Foundation [200020_152898]
- Swiss National Science Foundation (SNF) [200020_152898] Funding Source: Swiss National Science Foundation (SNF)
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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.
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