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Volumn 126, Issue 39, 2004, Pages 12288-12290

Efficient enantioselective synthesis of functionalized tetrahydropyrans by Ru-catalyzed asymmetric ring-opening metathesis/cross-metathesis (AROM/CM)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; FUNCTIONAL GROUP; RUTHENIUM; TETRAHYDROPYRAN DERIVATIVE;

EID: 4644256135     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0458672     Document Type: Article
Times cited : (135)

References (31)
  • 5
    • 1642324709 scopus 로고    scopus 로고
    • Grubbs, R. H., Ed.; VCH-Wiley: Wienheim, and references therein
    • Handbook of Olefin Metathesis; Grubbs, R. H., Ed.; VCH-Wiley: Wienheim, 2003, and references therein.
    • (2003) Handbook of Olefin Metathesis
  • 8
    • 0001574002 scopus 로고    scopus 로고
    • For representative synthetic approaches, see: (a) Vares, L.; Rein, T. Org. Lett. 2000, 2, 2611-2614.
    • (2000) Org. Lett. , vol.2 , pp. 2611-2614
    • Vares, L.1    Rein, T.2
  • 20
  • 21
    • 4644345827 scopus 로고    scopus 로고
    • note
    • When o-bromostyrene is used, only polymerization of 2a is observed.
  • 22
    • 4644363947 scopus 로고    scopus 로고
    • note
    • Oligomerization of substrate occurs in these reactions; optimal yields are obtained by slow addition of 2a to a mixture of 1a and the aliphatic olefin.
  • 26
    • 3042542346 scopus 로고    scopus 로고
    • and references therein
    • Secondary alkyl halides can be readily functionalized by metal-catalyzed cross-coupling reactions. See: Powell, D. A.; Fu, G. C. J. Am. Chem. Soc. 2004, 126, 7788-7789 and references therein.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 7788-7789
    • Powell, D.A.1    Fu, G.C.2
  • 27
    • 4644283514 scopus 로고    scopus 로고
    • note
    • Effective dissolution of substrates was achieved with 5 equiv of 3a. Control experiments indicate that high conversion is not due to increased amounts of 3a (5 vs 2 equiv).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.