Catalytic asymmetric coupling of 2-naphthols by chiral tridentate oxovanadium(IV) complexes

被引:182
作者
Hon, SW
Li, CH
Kuo, JH
Barhate, NB
Liu, YH
Wang, Y
Chen, CT [1 ]
机构
[1] Natl Taiwan Normal Univ, Dept Chem, Taipei, Taiwan
[2] Natl Taiwan Univ, Coll Sci, Instrumentat Ctr, Taipei 10764, Taiwan
关键词
D O I
10.1021/ol015505o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A series of chiral oxovanadium(IV) complexes derived from tridentate N3,5-substituted and N-3,4-benzo- and N-5,6-benzo-salicylidene-alpha -amino acids can serve as efficient catalysts for the enantioselective oxidative couplings of various 3-, 6-, and 7-substituted 2-naphthols under O-2 The best scenario involves the use of a vanadyl complex arising from 2-hydroxy-1-naphthaldehyde and valine (or phenylalanine) in CCl4, leading to BINOLs in good yields (75-100%) and with enantioselectivities of up to 68%.
引用
收藏
页码:869 / 872
页数:4
相关论文
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