Bis(chloromethyl) sulfone and sulfoxide as precursors of the corresponding α,α′-dianionic synthons by a chlorine-lithium exchange
The DTBB-catalyzed lithiation of bis(chloromethyl) sulfone (1) and sulfoxide (3) in the presence of different carbonyl compounds [t-BuCHO, c-C 6H11CHO, PhCHO, Me2CO, Et2CO, n-Pr2CO, (CH2)s
Gomez, Cecilia,Macia, Beatriz,Soler, Tatiana,Yus, Miguel
Iron-Catalyzed Synthesis of Sulfur-Containing Heterocycles
An iron-catalyzed synthesis of sulfur- and sulfone-containing heterocycles is reported. The method is based on the cyclization of readily available substrates and proceeded with high efficiency and diastereoselectivity. A variety of sulfur-containing heterocycles bearing moieties suitable for subsequent functionalization are prepared. Illustrative examples of such postcyclization modifications are also presented.
Enantioselective synthesis of optically active Bis(β-hydroxy) sulfones through asymmetric hydrogenation of corresponding ketones catalyzed by a chiral cationic ruthenium diamine catalyst
Chiral molecules containing sulfonyl and 1,5-diol moieties are useful synthetic blocks for various asymmetric transformations. A protocol has been developed for the enantioselective synthesis of optically active bis(β-hydroxy) sulfones catalyzed by a chiral cationic ruthenium diamine catalyst. A series of bis(β-hydroxy) sulfones have been obtained in excellent yields (up to 99%) with excellent enantioselectivities (up to 99%) as well as good diastereoselectivities (up to 99:1). Chiral molecules containing sulfonyl and 1,5-diol moieties are useful synthetic blocks for various asymmetric transformations. A protocol has been developed for the enantioselective synthesis of optically active bis(β-hydroxy) sulfones catalyzed by a chiral cationic ruthenium diamine catalyst. A series of bis(β-hydroxy) sulfones have been obtained in excellent yields (up to 99%) with excellent enantioselectivities (up to 99%) as well as good diastereoselectivities (up to 99:1). Copyright