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Volumn 11, Issue 23, 2009, Pages 5450-5453

Concise synthesis of pauciflorol F using a Larock annulation

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; PAUCIFLOROL F; STILBENE DERIVATIVE;

EID: 72449157061     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol902141z     Document Type: Article
Times cited : (114)

References (34)
  • 17
    • 33845220296 scopus 로고    scopus 로고
    • For selected synthetic investigations of resveratrol-derived natural products, see: (a) Li, W.; Li, H.; Li, Y.; Hou, Z. Angew. Chem., Int. Ed. 2006, 45, 7609-7611.
    • (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 7609-7611
    • Li, W.1    Li, H.2    Li, Y.3    Hou, Z.4
  • 27
    • 72449126028 scopus 로고    scopus 로고
    • note
    • On the basis of our previous observations during the synthesis of 8 (ref 8), we expected the reaction of 7 and 11 to proceed with good regiocontrol. The observed 1:1 regioselectivity in the formation of 10a and 10b may be the result of a fast cyclization of organopalladium intermediates i and ii (eq 1). If the analogous cyclization of organopalladium intermediates iii or iv is slow, a fast equilibration via de-carbopalkdation may be favorable, which could have led to improved regioselectivity in the formation of 8. "Chemical Equations Presented"
  • 31
    • 72449137529 scopus 로고    scopus 로고
    • 1H NMR spectral data for 12-14, see the Supporting Information.
    • 1H NMR spectral data for 12-14, see the Supporting Information.
  • 32
    • 72449189997 scopus 로고    scopus 로고
    • Personal communication Email correspondence on Sep 16, 2009
    • 3-mediated phenol deprotection of the compound we now believe to be 13. Snyder, S. A. Personal communication (Email correspondence on Sep 16, 2009).
    • Snyder, S.A.1
  • 33
    • 72449167323 scopus 로고    scopus 로고
    • 3-mediated disproportionation.
    • 3-mediated disproportionation.
  • 34
    • 72449140435 scopus 로고    scopus 로고
    • For details, see the Supporting Information.
    • For details, see the Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.