New synthetic strategies for the stereocontrolled synthesis of substituted ‘skipped’ diepoxides

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New synthetic strategies for the stereocontrolled synthesis of substituted "skipped" diepoxides.

This report describes a number of new synthetic approaches towards methyl-substituted mono- and diepoxy alcohols that serve as substrates for endo-selective epoxide-opening cascades. The key transformations involve the manipulation of alkynes. Highlighted are the directed methylmetalation of bishomopropargylic alcohols, the bromoallylation of alkynes, and Pd-catalyzed cross-coupling between an ...

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ژورنال

عنوان ژورنال: Tetrahedron

سال: 2009

ISSN: 0040-4020

DOI: 10.1016/j.tet.2009.05.074