186. Asymmetric Diels-Alder reactions of chiral N-methacryloylsultams with 1,3-dienes
     Oppolzer, W.; Seletsky, B. M.; Bernardinelli, G.
     Tetrahedron Lett. 1994, 35, 3509-3512

R₂AlCl-coordinated N-methacryloylsultam 1c undergoes efficient, endo-selective and highly diastereoface controlled [4+2]-additions to cyclopentadiene, isoprene, (E)-piperylene and the 2-silyloxydienes 10 and 12. The resulting crystalline cycloadducts are smoothly reduced with LiAlH₄ providing the recovered auxiliary and the corresponding enantiomerically pure alcohols.

DOI : 10.1016/S0040-4039(00)73222-9 

archive ouverte unige:151912