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Volumn 31, Issue 3, 1990, Pages 413-416

Highly selective oxidative cross-coupling of substituted 2-naphthols: A convenient approach to unsymmetrical 1,1′-binaphthalene-2,2′-diols

Author keywords

[No Author keywords available]

Indexed keywords

1,1' BINAPHTHYL DERIVATIVE;

EID: 0025174975     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)94569-6     Document Type: Article
Times cited : (91)

References (28)
  • 3
    • 0001011632 scopus 로고
    • Synthesis and properties of chiral macrotricyclic ligands. Complexation and transport of chiral molecular cations and anions
    • (1978) Helvetica Chimica Acta , vol.61 , pp. 2407
    • Lehn1    Simon2    Moradpour3
  • 11
    • 0000182508 scopus 로고
    • Several attempts have been made to synthetize the derivatives of 1,1'-binaphthalene-2,2'-diol enantioselectively, see ref. 18, 19 and 21.
    • (1978) Bioorg. Chem. , vol.7 , pp. 397
    • Feringa1    Wynberg2
  • 24
    • 84918616190 scopus 로고    scopus 로고
    • 2 is well compatible with the ester function even at elevated temperatures.
  • 25
    • 84918607419 scopus 로고    scopus 로고
    • 2 (16 ml of 1M solution in methanol) is added dropwise and the heterogeneous reaction mixture is heated as indicated in Table 1. After the completion the reaction mixture is cooled to approx. 10°C and decomposed with 6M HCl. Methanol is taken down on the evaporator and the product filtered (entry 4) or extracted with chloroform. The biaryls are separated by flash chromatography on silicagel.
  • 27
    • 84918626549 scopus 로고    scopus 로고
    • 2 complex). It was found that the selectivity of the reaction is almost unaffected by these changes.
  • 28
    • 0000860505 scopus 로고
    • Very recently an analogous mechanism has been proposed for oxidative cross-coupling of trimethyl silyl ethers mediated by cerium(IV)-ammonium nitrate;
    • (1989) Tetrahedron Lett. , vol.30 , pp. 3707
    • Baciocchi1    Casu2    Ruzziconi3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.