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Iridium-Catalyzed Enantioselective Allylic Vinylation

James Y. Hamilton, David Sarlah and Erick M. Carreira*

*Eidgenössische Technische Hochschule Zürich, HCI H335, 8093 Zürich, Switzerland, Email: carreiraorg.chem.ethz.ch

J. Y. Hamilton, D. Sarlah, E. M. Carreira, J. Am. Chem. Soc., 2013, 135, 994-997.

DOI: 10.1021/ja311422z (free Supporting Information)


Abstract

A direct Ir-catalyzed asymmetric substitution reaction between branched, racemic allylic alcohols and potassium alkenyltrifluoroborates proceeded with high site selectivity and excellent enantioselectivity. This method allows rapid access to various 1,4-dienes or trienes including the biologically active natural products (-)-nyasol and (-)-hinokiresinol.

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Key Words

1,4-dienes


ID: J48-Y2013-0090