95682-82-9Relevant academic research and scientific papers
Asymmetric Michael Additions via SAMP-/RAMP-Hydrazones. Enantioselective Synthesis of 2-Substituted 4-Oxosulfones
Enders, Dieter,Papadopoulos, Kyriakos,Herdtweck, Eberhardt
, p. 1821 - 1830 (1993)
A simple and efficient enantioselective synthesis of 2-substituted 4-oxosulfones 5 in 40 - 71 percent overall chemical yield and enantiomeric excesses of 86 -> 97 percent is described.The key is an asymmetric Michael-addition of lithiated methylketone-SAMP-/RAMP-hydrazones 3 to α,β-unsaturated phenylsulfones 2.The absolute configuration is determined by X-ray structure analysis of a crystalline hydrazone Michael adduct (4k) and through chemical correlation by polarimetry.
