ASYMMETRIC CONJUGATE ADDITION OF ORGANOMAGNESIUM CUPRATES CONTROLLED BY A STOICHIOMETRIC AMOUNT OF CHIRAL PHOSPHINE

被引:35
作者
KANAI, M [1 ]
TOMIOKA, K [1 ]
机构
[1] OSAKA UNIV,INST SCI & IND RES,IBARAKI,OSAKA 567,JAPAN
关键词
D O I
10.1016/0040-4039(95)00758-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A dramatic reversal in the enantiofacial differentiation was observed in a chiral phosphine mediated organocuprate addition to cycloalkenone, providing S- and R-product in up to 98% ee by using magnesium- and lithium cuprate, respectively.
引用
收藏
页码:4273 / 4274
页数:2
相关论文
共 8 条
  • [1] Rossiter, Swingle, Chem. Rev., 92, pp. 771-806, (1992)
  • [2] Tomioka, Asymmetric Synthesis Utilizing External Chiral Ligands, Synthesis, pp. 541-549, (1990)
  • [3] Tomioka, Koga, Asymmetric Synthesis, 2, (1983)
  • [4] Kanai, Tomioka, Tetrahedron Lett., 35, pp. 895-898, (1994)
  • [5] Alexakis, Mutti, Normant, J. Am. Chem. Soc., 113, pp. 6332-6334, (1991)
  • [6] Fuji, Tanaka, Mizuchi, Hosoi, Tetrahedron Lett., 32, pp. 7277-7280, (1991)
  • [7] Alexakis, Frutos, Mangeney, Tetrahedron: Asymmetry, 4, pp. 2427-2430, (1993)
  • [8] Hiemstra, Wynberg, Tetrahedron Lett., pp. 2183-2186, (1977)