Highly enantioselective hetero Diels-Alder reactions of N-sulfinyl dienophiles promoted by copper(II)- and zinc(II)-chiral bis(oxazoline) complexes

被引:17
作者
Bayer, A
Gautun, OR [1 ]
机构
[1] Norwegian Univ Sci & Technol, Dept Chem, NO-7491 Trondheim, Norway
[2] Univ Tromso, Dept Chem, NO-9037 Tromso, Norway
关键词
D O I
10.1016/S0957-4166(01)00525-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Hetero Diels-Alder reactions of 1,3-cyclohexadiene with N-sulfinyl dienophiles 1a or 1b, promoted by Cu(II)- or Zn(II)-chiral bis(oxazoline) complexes, afforded endo adducts in high yields (up to 85%) and enantiomeric excess (e.e. of up to >98%) under stoichiometric conditions. With 10 mol% loading of the Zn(II) catalyst up to 75% e.e. was obtained for the endo adduct (endo:exo=10:1, total yield 68%). (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2937 / 2939
页数:3
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