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General, stereoselective synthesis of (Z)-beta,gamma-unsaturated nitriles promoted by samarium diiodide. | LitMetric

General, stereoselective synthesis of (Z)-beta,gamma-unsaturated nitriles promoted by samarium diiodide.

Org Lett

Departamento de Química Orgánica e Inorgánica, Universidad de Oviedo, Julián Clavería 8, 33071 Oviedo, Spain.

Published: October 2008

AI Article Synopsis

Article Abstract

A method to obtain (Z)-beta,gamma-unsaturated nitriles in high or good yields and with moderate or high stereoselectivity is described. The products were achieved through the photoinduced metalation of 3-acetoxy-4-chloronitriles with SmI2. The starting compounds were readily prepared, and a mechanism is proposed to explain this stereoselective beta-elimination reaction.

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Source
http://dx.doi.org/10.1021/ol801752mDOI Listing

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