Azetidine based ligands in boron catalyzed asymmetric Diels-Alder reactions

被引:50
作者
Starmans, WAJ
Walgers, RWA
Thijs, L
de Gelder, R
Smits, JMM
Zwanenburg, B
机构
[1] Catholic Univ Nijmegen, Dept Organ Chem, NSR Ctr Mol Struct Design & Synth, NL-6525 ED Nijmegen, Netherlands
[2] Catholic Univ Nijmegen, Dept Inorgan Chem, NSR Ctr Mol Struct Design & Synth, NL-6525 ED Nijmegen, Netherlands
关键词
D O I
10.1016/S0040-4020(98)00204-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation of a new class of azetidine-based auxiliaries and their selectivity in the BBr3 catalyzed Diets-Alder reaction is described. The results are compared with a similar proline-derived ligand and a known prolinol auxiliary. Results show that selectivities are highly dependent on the dienophile and the substituent of the chiral auxiliary. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4991 / 5004
页数:14
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