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Volumn 12, Issue 12, 2006, Pages 3261-3274

From allylic alcohols to aldols through a new nickel-mediated tandem reaction: Synthetic and mechanistic studies

Author keywords

Aldol reaction; Allylic compounds; Ene reaction; Enols; Nickel

Indexed keywords

ALDOL REACTION; ALLYLIC COMPOUNDS; ENE REACTION; ENOLS;

EID: 33646036365     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200501555     Document Type: Article
Times cited : (59)

References (65)
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    • Trost, B.M.1
  • 14
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    • A similar reaction has been demonstrated also, starting from propargylic alcohols, see: B. M. Trost, S. Oi, J. Am. Chem. Soc. 2001, 123, 1230-1231.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 1230-1231
    • Trost, B.M.1    Oi, S.2
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    • 33646021402 scopus 로고    scopus 로고
    • note
    • The same result (recovery of the starting materials) was also obtained when this reaction was performed in the presence of the allylic alcohol. This strongly suggests that, at the enol level, the competition between the two reaction pathways (isomerization or aldolization) is very sensitive to the reaction conditions. The transition-metal-mediated reaction involves a slow generation of the reactive intermediates, in the presence of a very large excess of the allylic alcohol and the aldehydes, and this is probably an important issue for the success of this tandem reaction.
  • 62
    • 0037541165 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2003, 42, 1761-1765.
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 1761-1765


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.