Simple and Stereocontrolled Preparation of Optically Pure (E)- and (Z)-1-Alkenyl p-Tolyl Sulfoxides via 1-Alkynyl p-Tolyl Sulfoxides

Article abstract of DOI:10.1021/jo00382a019

1-Alkynylmagnesium bromides react cleanly and stereospecifically with (-)-menthyl (-)-(S)-p-toluenesulfinate (2) in toluene to produce chiral 1-alkynyl p-tolyl (+)-(S)-sulfoxides 5a-d in high yields.Reduction of 5a-d with lithium aluminum hydride in THF a