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Catalytic asymmetric coupling of 2-naphthols by chiral tridentate oxovanadium(IV) complexes
Journal article   Peer reviewed

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

Sang-Wen Hon, Chun-Hsin Li, Jen-Huang Kuo, N.B. Barhate, Yi-Hung Liu, Yu Wang and Chien-Tien Chen
Organic Letters, Vol.3(6), pp.869-872
22/03/2001

Abstract

matrix presented A series of chiral oxovanadium(IV) complexes derived from tridentate N-3,5-substituted and N-3,4-benzo- and N-5,6-benzo-salicylidene-α-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 CCl 4 , leading to BINOLs in good yields (75-100%) and with enantioselectivities of up to 68%.

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