Literature DB >> 18808131

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

José M Concellón1, Humberto Rodríguez-Solla, Carmen Simal, David Santos, Nieves R Paz.   

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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Year:  2008        PMID: 18808131     DOI: 10.1021/ol801752m

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  A multicomponent approach to the synthesis of 1,3-dicarbonylic compounds.

Authors:  Ana G Neo; Rosa M Carrillo; Jose Delgado; Stefano Marcaccini; Carlos F Marcos
Journal:  Mol Divers       Date:  2010-09-03       Impact factor: 2.943

2.  Cu-catalyzed cyanomethylation of imines and α,β-alkenes with acetonitrile and its derivatives.

Authors:  Muhammad Siddique Ahmad; Atique Ahmad
Journal:  RSC Adv       Date:  2021-01-28       Impact factor: 3.361

  2 in total

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