52809-70-8Relevant articles and documents
Catalytic asymmetric synthesis of γ-substituted vinyl sulfones
Lopez, Rosa,Zalacain, Maitane,Palomo, Claudio
supporting information; 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.
A PRACTICAL AND CONVENIENT SYNTHESIS OF THE NITROETHYLENE TRANSFER REAGENT, 2-NITROETHYL PHENYL SULFOXIDE
Ranganathan, S.,Ranganathan, D.,Singh, S.K.
, p. 2893 - 2894 (2007/10/02)
A safe and practical route to the nitroethylene transfer reagent, 2-nitroethylphenyl sulfoxide, involving sodium nitrite-DMSO, for the introduction of the nitro function, is described.
β-SULFONYLNITROOLEFINS AS VERY REACTIVE ALKYNE-EQUIVALENTS IN DIELS-ALDER REACTIONS
Ono, Noboru,Kamimura, Akio,Kaji, Aritsune
, p. 1595 - 1598 (2007/10/02)
Very reactive dienophiles, β-sulfonylnitroolefins, are prepared starting from β-nitro alcohols.The high activation due to the nitro and the sulfonyl groups promotes the Diels-Alder reaction to various dienes under mild conditions.Reductive elimination of
