Asymmetric Induction in the Amine Induced Ring-Opening of 3-Bromo-5-ethyl-2-isopropylthiophene-1,1-dioxide Using L-Prolinol
The diastereomers (1-(2S)-[(2R) (3E,5Z)-5-bromo-7-methyl-3,5-octadien-2-yl]-tetrahydro-1H-pyrrol-2yl) methanol (6) and (1-(2S)-[(2S)(3E,5Z)-5-bromo-7-methyl-3, 5-octadien-2-yl] tetrahydro-1H-pyrrol-2-yl) methanol 7) were formed in a 65:35 ratio from 3-bromo-5-ethyl-2-isopropylthiophene, 1,1-dioxide (5) and L-prolinol. (5R,5aS,8R,9R,9aS,9bS)-Ethyl 7-bromo-8-isopropyl-5-methyl-2,3 ,5,5a,8,9,9a,9b-oc
