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Volumn 33, Issue 17, 1992, Pages 2253-2256

Expedient route to 3- and 3,3′-substituted 1,1′-bi-2-naphthols by directed ortho metalation and suzuki cross coupling methods

Author keywords

[No Author keywords available]

Indexed keywords

1,1' BINAPHTHYL DERIVATIVE;

EID: 0026518693     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)74182-7     Document Type: Article
Times cited : (194)

References (39)
  • 7
    • 12444317008 scopus 로고
    • For recent reports (BINOL derivative, reaction or application), see, (dimethyl ether, conjugate addition)
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 8266
    • Tomioka1    Shindo2    Koga3
  • 9
    • 84990083566 scopus 로고
    • Studies on Enantioselective Addition of Chiral Titanium Reagents to Aromatic Aldehydes
    • (BINOL titanate, RCHO addition)
    • (1989) Synthesis , pp. 291
    • Wang1    Fan2    Feng3    Qian4
  • 13
    • 85064428639 scopus 로고
    • A Facile Synthesis of 2-Amino-2′-hydroxy-1,1′-binaphthyl and 2,2′-Diamino-1,1′-binaphthyl by Oxidative Coupling Using Copper(II) Chloride
    • For an extensive citation of older work, see
    • (1991) Synlett , pp. 231
    • Smrcina1    Lorenc2    Hanus3    Kocovsky4
  • 31
    • 84918232212 scopus 로고    scopus 로고
    • 2 by MS).
  • 32
    • 84918232211 scopus 로고    scopus 로고
    • The use of a similar substrate:base stoichiometry for mono- and di-anion generation of 1a may be due to the di-OMOM functions playing the role of “internal solvent” to complex 1 equiv of RLi in its less aggregated state in THF solution (see ref 12).
  • 33
    • 84918232210 scopus 로고    scopus 로고
    • 3).
  • 34
    • 84918232209 scopus 로고    scopus 로고
    • Determination of enantiomeric purity by chiral HPLC of this and a series of new BINOL chiral auxiliaries is in progress
  • 36
    • 84918232208 scopus 로고    scopus 로고
    • 546 = +132.4° (c 1.0, THF).
  • 37
    • 84918232207 scopus 로고    scopus 로고
    • 4) and evaporated to dryness to give product 3a which was purified by flash chromatography.
  • 38
    • 84918232206 scopus 로고    scopus 로고
    • 13C NMR, HRMS) and analytical properties in concert with the assigned structures.
  • 39
    • 84918232205 scopus 로고    scopus 로고
    • We are grateful to Professor S. Collins for a sample of (R)-(+)-BINOL and to Professor R. Kazlauskas for a sample of (S)-(−)-BINOL and a detailed procedure for its resolution. We acknowledge with gratitude NSERC Canada for financial support.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.