N-亞柳胺基酸衍生之三牙配子氧釩錯合物在非對稱?酚衍生物偶合反應之研究

Catalytic Asymmetric Coupling of 2-Naphthols by Chiral Tridentate Oxovanadium(IV) Complexes

洪三文(Sang-Wen Hon)

指導教授 ： 陳建添

國立臺灣師範大學/理學院/化學系/博士(2000年)

摘要

無資料

關鍵字

非對稱偶合反應

並列摘要

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-,7-substituted- 2-naphthols under O2. We take the reseach about the solvent effect,cooxidant effect,amino acid effect….and so on in detail. Our catalyst in the coupling reaction of 2-naphthol is the best methodology as we know. The best scenario involves the use of a vanadyl complex arising from 2-hydroxy-1-naphtholaldehyde and valine (or phenylalanine) in CCl4, leading to BINOLs in good yields (75-100%) and with enantioselectivities of up to 68%.

並列關鍵字

Catalytic Asymmetric Coupling of 2-Naphthols

參考文獻

2.(a) K. Mikami, S.Matsukawa. J. Am. Chem. Soc. 1993, 115, 7039-7040.

(b) K. Mikami. Pure and appl. Chem. 1996, 68, 639-644.

(c) K. Mikami, M. Tetrada, T. Nakai. J. Am. Chem. Soc. 1990, 112, 3949-3954.

(b) K. Mikami, T. P. Loh, T. Nakai. Tetrahedron Lett. 1998, 29, 6305-6308.

(c) K. Mikami, S. Matsukawa. J. Am. Chem. Soc. 1994, 116, 4077-4078.