HOMOCHIRAL 1-METHOXY-3-SULFINYL-1,3-BUTADIENES DERIVED FROM 10-MERCAPTOISOBORNEOL

Article abstract of DOI:10.1016/S0957-4166(00)80505-4

Simple syntheses of homochiral (Z)- and (E)-1-methoxy-3-alkylsulfinyl-1,3-butadienes were provided by the cycloaddition of (1S)-d-isobornyl-10-sulfenic acid to (Z)- and (E)-1-methoxybut-1-en-3-yne.Asymmetric induction pertained for such cycloadditions, which also provided homochiral dienes from 1-ethynylcyclohex-1-ene.