메뉴 건너뛰기




Volumn 10, Issue 4, 2012, Pages 773-781

Phosphine-catalyzed [4 + 2] annulation and vinylogous addition reactions between 1,4-dien-3-ones and 1,1-dicyanoalkenes

Author keywords

[No Author keywords available]

Indexed keywords

[4 + 2] CYCLOADDITION; CARBON-CARBON BOND; CYCLOHEXANONES; DIASTEREO-SELECTIVITY; GOOD YIELD; MICHAEL ADDITION REACTIONS; MICHAEL ADDITIONS; MOLECULAR COMPLEXITY; RAPID CONSTRUCTION; REACTION CONDITIONS;

EID: 84555188039     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c1ob06187a     Document Type: Article
Times cited : (28)

References (38)
  • 33
    • 0038637120 scopus 로고    scopus 로고
    • The stereochemistry outcome in the formation of cyclohexanones 3 (trans-isomers as the major product) favors a pathway of [4 + 2] cycloaddition between intermediate A and alkene 2. A similar [4 + 2] cycloaddition pathway is also proposed by Schaus et al. for a phosphine-mediated homo-coupling reaction of 1,4-dien-3-ones. See ref. 8 A similar phosphonium effect of the phosphine-enone Michael adduct in controlling the regiochemistry of the intramolecular Aldol reactions of unsaturated 1,5-diketones was also observed
    • I. C. Stewart R. G. Bergman F. D. Toste J. Am. Chem. Soc. 2003 125 8696
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 8696
    • Stewart, I.C.1    Bergman, R.G.2    Toste, F.D.3
  • 34
    • 28844471923 scopus 로고    scopus 로고
    • The bicyclic core structure and its corresponding lactone analogue are important structural components or key synthetic intermediates of many bioactive compounds. The 3-imino bicyclic structure could be readily converted into its 3-oxo bicyclic lactone analogue by a well-established procedure (ref. 17d)
    • R. K. Thalji W. R. Roush J. Am. Chem. Soc. 2005 127 16778
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 16778
    • Thalji, R.K.1    Roush, W.R.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.