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. 2012 Jul 6;14(13):3340-3.
doi: 10.1021/ol3013167. Epub 2012 Jun 8.

A reductive-Heck approach to the hydroazulene ring system: a formal synthesis of the englerins

Peng Gao  1 , Silas P Cook
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A reductive-Heck approach to the hydroazulene ring system: a formal synthesis of the englerins

Peng Gao et al. Org Lett. .

Abstract

The reduction of a palladium enolate prior to β-hydride elimination provides a unique reaction for the synthesis of the hydroazulene ring system. When combined with a transannular epoxide rearrangement cascade, the reductive-Heck reaction allows rapid entry to the oxo-bridged guaiane core of the englerins.

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