ASYMMETRIC ALLYLATION OF ALDEHYDES WITH CHIRAL LEWIS-BASES

被引:246
作者
DENMARK, SE
COE, DM
PRATT, NE
GRIEDEL, BD
机构
[1] Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana
关键词
D O I
10.1021/jo00100a013
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The asymmetric allylation and crotylation of aromatic aldehydes with allylic trichlorosilanes can be promoted by chiral phosphoramides in high yield and modest enantiomeric excess. The reaction likely proceeds via a hexacoordinate siliconate species.
引用
收藏
页码:6161 / 6163
页数:3
相关论文
共 45 条
  • [41] SAKURAI H, 1992, 5TH P INT KYOT C NEW, P129
  • [42] Sakurai H, 1989, SYNLETT, P1
  • [43] CONFORMATIONAL-ANALYSIS OF 1,3,2-OXAZAPHOSPHOLANES DERIVED FROM EPHEDRINE AND PSEUDOEPHEDRINE
    SETZER, WN
    BLACK, BG
    HOVANES, BA
    HUBBARD, JL
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (07) : 1709 - 1713
  • [44] SELECTIVE REACTIONS USING ALLYLIC METALS
    YAMAMOTO, Y
    ASAO, N
    [J]. CHEMICAL REVIEWS, 1993, 93 (06) : 2207 - 2293
  • [45] ALLYLATION OF ALDEHYDES BY ALLYLTRIBUTYLTIN AND CROTYLTRIBUTYLTIN IN THE PRESENCE OF CATALYTIC AMOUNTS OF BU2SNCL2 COMPLEX
    YANO, K
    BABA, A
    MATSUDA, H
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (01) : 66 - 70