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Synthesis of 2,4-disubstituted piperidines via radical cyclization: Unexpected enhancement in diastereoselectivity with tris(trimethylsilyl) silane

Gandon, Lucile A., Russell, Alexander G., Guveli, Tatyana, Brodwolf, Angela E., Kariuki, Benson, Spencer, Neil and Snaith, John S. 2006. Synthesis of 2,4-disubstituted piperidines via radical cyclization: Unexpected enhancement in diastereoselectivity with tris(trimethylsilyl) silane. Journal of Organic Chemistry 71 (14) , pp. 5198-5207. 10.1021/jo060495w

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Abstract

A novel approach to 2,4-disubstituted piperidines involves the radical cyclization of 7-substituted-6-aza-8-bromooct-2-enoates. An enhancement in diastereoselectivity using tris(trimethylsilyl)silane instead of tributyltin hydride is discussed.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Publisher: American Chemical Society
ISSN: 0022-3263
Last Modified: 04 Jun 2017 04:59
URI: http://orca-mwe.cf.ac.uk/id/eprint/47232

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