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Volumn 47, Issue 36, 2006, Pages 6377-6380

A new entry to the synthesis of substituted azetidines: [2+2] cycloaddition reaction of four-membered endocyclic enamides to ketenes

Author keywords

[No Author keywords available]

Indexed keywords

AZETIDINE DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; ENAMINE; KETENE DERIVATIVE;

EID: 33746601727     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.06.174     Document Type: Article
Times cited : (19)

References (28)
  • 12
    • 2742520410 scopus 로고    scopus 로고
    • To the best of our knowledge, the only example of a [2+2] cycloaddition reaction of a four-membered olefin to a ketene was described by Conia and co-workers reporting the reaction of cyclobutene to dichloroketene (Fadel, A.; Salaün, J.; Conia, J. M. Tetrahedron, 1983, 39, 1567). However, examples employing four-membered nitrogen analogues (2-azetines) are not described in the literature.
  • 21
    • 33746638153 scopus 로고    scopus 로고
    • note
    • 6 under reflux were fruitless. Also, a direct Baeyer-Villiger oxidation of 2 did not provide the expected dichlorolactone.
  • 22
    • 33746595474 scopus 로고    scopus 로고
    • note
    • The use of MeOH as solvent causes ring open of bicyclic cyclobutanone 2 to furnish a methyl ester, together with cyclobutanol 7 (ratio 1:1).
  • 23
    • 33746611723 scopus 로고    scopus 로고
    • note
    • 2 251.04798, found 251.04898.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.