Catalytic asymmetric nazarov reactions promoted by chiral Lewis acid complexes

被引:151
作者
Aggarwal, VK [1 ]
Beffield, AJ [1 ]
机构
[1] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
关键词
D O I
10.1021/ol036133h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Divinyl ketones bearing alpha-ester or alpha-amide groups undergo Nazarov cyclizations to give cylopentenones using copper-bisoxazoline Lewis acid complexes with moderate to good ees.
引用
收藏
页码:5075 / 5078
页数:4
相关论文
共 28 条
  • [21] A convenient two step protocol for the synthesis of cyclopentenones and indanones, including an asymmetric variant
    Kerr, DJ
    Metje, C
    Flynn, BL
    [J]. CHEMICAL COMMUNICATIONS, 2003, (12) : 1380 - 1381
  • [22] Kitajima H, 1997, SYNLETT, P568
  • [23] Application of the modified Mosher's method to linear 1,3-diols
    Kouda, K
    Ooi, T
    Kusumi, T
    [J]. TETRAHEDRON LETTERS, 1999, 40 (15) : 3005 - 3008
  • [24] NAKATA T, 1984, CHEM PHARM BULL, V32, P1411
  • [25] An unprecedented asymmetric Nazarov cyclization for the synthesis of nonracemic indanes as endothelin receptor antagonists
    Pridgen, LN
    Huang, K
    Shilcrat, S
    Tickner-Eldridge, A
    DeBrosse, C
    Haltiwanger, RC
    [J]. SYNLETT, 1999, (10) : 1612 - 1614
  • [26] RAMAIAH M, 1984, SYNTHESIS-STUTTGART, P529
  • [27] SANTELLIROUVIER C, 1983, SYNTHESIS-STUTTGART, P429
  • [28] A practical guide for the assignment of the absolute configuration of alcohols, amines and carboxylic acids by NMR
    Seco, JM
    Quiñoá, E
    Riguera, R
    [J]. TETRAHEDRON-ASYMMETRY, 2001, 12 (21) : 2915 - 2925