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Volumn 4, Issue 15, 2002, Pages 2529-2532

Catalytic asymmetric oxidative couplings of 2-naphthols by tridentate N-ketopinidene-based vanadyl dicarboxylates

Author keywords

[No Author keywords available]

Indexed keywords

2 NAPHTHOL; 2,2' DIHYDROXY 1,1' BINAPHTHYL; 2-NAPHTHOL; AMINO ACID; BRIDGED COMPOUND; KETONE; KETOPINIC ACID; NAPHTHOL DERIVATIVE; OXOVANADIUM IV; OXYGEN; VANADIC ACID;

EID: 0000690145     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol026156g     Document Type: Article
Times cited : (141)

References (39)
  • 4
    • 0000718373 scopus 로고    scopus 로고
    • (d) For a recent review, see: Pu, L. Chem. Rev. 1998, 98, 2405.
    • (1998) Chem. Rev. , vol.98 , pp. 2405
    • Pu, L.1
  • 23
    • 85088171176 scopus 로고    scopus 로고
    • Chiral chemistry
    • Stinson, S. C. Chiral Chemistry. Chem. Eng. News 2001, 70 (20), 45-57.
    • (2001) Chem. Eng. News , vol.70 , Issue.20 , pp. 45-57
    • Stinson, S.C.1
  • 30
    • 84872265227 scopus 로고    scopus 로고
    • note
    • (c) These complexes were specifically active for the couplings of 3-substituted 2-naphthols. Unfortunately, in the case of parent 2-naphthol, BINOL was produced in significantly poorer ee's (13-18%). For details see ref 7a and b.
  • 34
    • 0033814733 scopus 로고    scopus 로고
    • For couplings mediated by photoactivated chiral (NO)Ru(II)-Salen complex, see: Irie R.; Masutani, K.; Katsuki, T. Synlett 2000, 1433.
    • (2000) Synlett , pp. 1433
    • Irie, R.1    Masutani, K.2    Katsuki, T.3
  • 37
    • 84872275563 scopus 로고    scopus 로고
    • See the Supporting Information for details
    • See the Supporting Information for details.
  • 38
    • 84872261222 scopus 로고    scopus 로고
    • note
    • 4 (87% ee) and toluene (53% ee) albeit still with moderate yields (65-67%) at ambient temperature. As to co-oxidant effects, the reaction was complete in 40 h at 0 °C with trityl hydroperoxide and BINOL-3a was isolated in 80% with significant drop in ee by 17%.
  • 39
    • 0025990399 scopus 로고
    • As a detour to solve this problem, 3b may also be prepared directly from 3a by double bromination: Castro, P. P.; Diederich, F. Tetrahedron Lett. 1991, 32, 6277.
    • (1991) Tetrahedron Lett. , vol.32 , pp. 6277
    • Castro, P.P.1    Diederich, F.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.