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Volumn 8, Issue 18, 2010, Pages 4074-4076

Stereoselective synthesis of vinyl-substituted (Z)-stilbenes by rhodium-catalysed addition of arylboronic acids to allenic alcohols

Author keywords

[No Author keywords available]

Indexed keywords

ARYLBORONIC ACIDS; REGIOSELECTIVE ADDITION; STEREOSELECTIVE SYNTHESIS; SUBSTITUTED CARBONS;

EID: 77955929115     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c0ob00163e     Document Type: Article
Times cited : (20)

References (31)
  • 19
    • 19844367085 scopus 로고    scopus 로고
    • For synthetic applications of vinyl-substituted (Z)-stilbenes, see:
    • L. Shao M. Shi Org. Biomol. Chem. 2005 3 1828
    • (2005) Org. Biomol. Chem. , vol.3 , pp. 1828
    • Shao, L.1    Shi, M.2
  • 25
    • 2442708813 scopus 로고    scopus 로고
    • An alternative mechanism involving allylic 1,3-migration of rhodium with the intermediate B and subsequent β-elimination of Rh(i)-OH is also conceivable. However, it is difficult to rationalise the stereoselective formation of (Z)-isomer with this alternative mechanism For regioselective carbopalladation onto an allene moiety from the less-hindered side, see:
    • M. Yoshida T. Gotou M. Ihara Chem. Commun. 2004 1124
    • (2004) Chem. Commun. , pp. 1124
    • Yoshida, M.1    Gotou, T.2    Ihara, M.3
  • 28
    • 53649101811 scopus 로고    scopus 로고
    • For regiocontrolled addition to allenes depending on the transition metal catalyst, see:
    • T. Miura Y. Ito M. Murakami Chem. Lett. 2008 37 1006
    • (2008) Chem. Lett. , vol.37 , pp. 1006
    • Miura, T.1    Ito, Y.2    Murakami, M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.