An unusual silicon mediated transannular cyclopropanation?

Chemical Communications Pub Date: 2012-11-21 DOI: 10.1039/C2CC37739J

Abstract

A silicon mediated intramolecular 1,4-conjugate addition of a homoallylic carbon nucleophile leading to cyclopropanation is reported. Specifically, treatment of 6-trimethylsilyl-5,6-dihydroazocinones with fluoride gives 4-azabicyclo(5.1.0)octenones, presenting an unusual extension to the repertoire of silyl group reactivity.

Graphical abstract: An unusual silicon mediated transannular cyclopropanation
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