Substituted epoxides by lithiation of terminal epoxides.

Org Lett

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford OX1 3TA, UK.

Published: November 2004

Diamine-ligand-assisted direct hydrogen-lithium exchange allows the generation of nonstabilized (H-substituted) oxiranyllithium species and their subsequent trapping by Bu(3)SnCl and carbonyl-based electrophiles. This reaction provides a new concise route to alpha,beta-epoxystannanes and substituted epoxides.

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http://dx.doi.org/10.1021/ol048544jDOI Listing

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