Reversal of Enantioselectivity Approach to BINOLs via Single and Dual 2-Naphthol Activation Modes

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초록

A mechanism-driven-enantio divergent approach to chiral 1,1'-bi-2-naphthols via,catalytic asymmetric oxidative coupling of 2-naphthol derivatives is described for the first time. By utilizing 2-naphthol derivatives with low oxidation potential, the substrates,Were activated by either-chiral niononuclear or dinuclear vanadium(V) catalyst to promote distinctively different asymmetric reaction pathways: single versus dual substrate activation mechanisms.

키워드

1,5-DIAZADECALIN METAL-COMPLEXES; IONIZATION MASS-SPECTROMETRY; BIARYL NATURAL-PRODUCTS; OXOVANADIUM(IV) COMPLEXES; COUPLING REACTIONS; VANADIUM CATALYSTS; GAS-PHASE; DERIVATIVES; 6,6'-BINAPHTHOPYRAN-2-ONE; MECHANISM
제목
Reversal of Enantioselectivity Approach to BINOLs via Single and Dual 2-Naphthol Activation Modes
저자
Kim, Hun Young; Takizawa, Shinobu; Sasai, Hiroaki; Oh, Kyungsoo
DOI
10.1021/acs.orglett.7b01734
발행일
2017-07
유형
Article
저널명
Organic Letters
권
19
호
14
페이지
3867 ~ 3870