4.5 Article

A highly efficient synthesis of rocaglaols by a novel α-arylation of ketones

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2005, Issue 9, Pages 1731-1735

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200400891

Keywords

alpha-arylation of ketones; drug design; natural products; Suzuki reaction; total synthesis

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Rocaglaols are natural products exhibiting a range of biological activities. A new synthetic method for the alpha-arylation of ketones allows for the synthesis of previously inaccessible rocaglaol derivatives. The key sequence consists of a previously unreported Suzuki type reaction using brominated silyl enol ethers as substrates followed by deprotection of the arylated silyl enol ethers. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005).

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