29943-38-2Relevant articles and documents
Enantioselective bifunctional iminophosphorane catalyzed sulfa-Michael addition of alkyl thiols to unactivated β-substituted-α,β-unsaturated esters
Yang, Jinchao,Farley, Alistair J. M.,Dixon, Darren J.
, p. 606 - 610 (2016)
The highly enantioselective sulfa-Michael addition of alkyl thiols to unactivated β-substituted-α,β-unsaturated esters catalyzed by a bifunctional iminophosphorane (BIMP) organocatalyst is described. The low acidity of the alkyl thiol pro-nucleophiles is overcome by the high Br?nsted basicity of the catalyst and the chiral scaffold/thiourea hydrogen-bond donor moiety provides the required enantiofacial discrimination in the addition step. The reaction is broad in scope with respect to the alkyl thiol and β-substituent of the α,β-unsaturated ester, affords sulfa-Michael adducts in excellent yields (up to >99%) and enantioselectivity (up to 97?:?3 er) and can operate down to 1 mol% catalyst loading.
A mild, chemoselective oxidation of sulfides to sulfoxides using o-iodoxybenzoic acid and tetraethylammonium bromide as catalyst
Shukla, Vidyanand G.,Salgaonkar, Paresh D.,Akamanchi, Krishnacharya G.
, p. 5422 - 5425 (2007/10/03)
A mild, selective, and high-yielding method for oxidation of sulfides to sulfoxides using IBX and tetraethylammonium bromide in a variety of solvents is described. The method offers the advantage of short reaction times, no over-oxidation to sulfones, and compatibility to a wide range of functional groups.
Convenient one-pot synthesis of β-alkylthio acid derivatives from thioacetates and the corresponding α,β-unsaturated compounds
Lee,Choi,Yoon
, p. 2189 - 2196 (2007/10/03)
Various β-alkylthio acid derivatives were prepared conveniently from thioacetates and α,β-unsaturated compounds through borohydride exchange resin (BER)-Pd catalyzed transesterification of thioacetates to the corresponding thiols and Michael addition of the resulting thiols to α,β-unsaturated compounds.
