1279714-62-3Relevant articles and documents
Catalytic asymmetric synthesis of γ-substituted vinyl sulfones
Lopez, Rosa,Zalacain, Maitane,Palomo, Claudio
experimental part, p. 2450 - 2457 (2011/05/02)
A fast new entry for the stereoselective construction of γ-substituted vinyl sulfones is presented. The key for success is the use of a readily available chiral secondary amine catalyst that allows the use of base-sensitive β-nitroethyl sulfones as masked β-sulfonyl vinyl anions in conjugate additions. The method performed in a three-step one-pot operation gives access to a great variety of vinyl sulfones in good yields and with excellent enantioselectivities. The method has also been extended to other relatively base-sensitive β-electron-withdrawing-substituted nitroalkanes to afford products with manifold functionality, providing a quick entry to very attractive synthetic intermediates for organic synthesis.