메뉴 건너뛰기




Volumn 62, Issue 44, 2006, Pages 10311-10320

Reaction of ene-bis(phosphinylallenes): [2+2] versus [4+2] cycloaddition

Author keywords

2+2 Cycloaddition; 4+2 Cycloaddition; Bisallenes; Naphtho b cyclobutenes

Indexed keywords

ALLENE DERIVATIVE; BENZENE DERIVATIVE; ETHYLENE; FUMARIC ACID DIMETHYL ESTER; PHOSPHINE DERIVATIVE;

EID: 33748703300     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2006.08.083     Document Type: Article
Times cited : (33)

References (32)
  • 13
    • 33748690479 scopus 로고    scopus 로고
    • For the preparation of allenes via the [2,3]-sigmatropic rearrangement of propargyl phosphinites, see:
  • 14
    • 24944584108 scopus 로고    scopus 로고
    • Krause N., and Hashmi A.S.K. (Eds), Wiley-VCH, Weinheim
    • Hashmi A.S.K. In: Krause N., and Hashmi A.S.K. (Eds). Modern Allene Chemistry Vol. 1 (2004), Wiley-VCH, Weinheim 3-50
    • (2004) Modern Allene Chemistry , vol.1 , pp. 3-50
    • Hashmi, A.S.K.1
  • 15
    • 33748684318 scopus 로고    scopus 로고
    • The tandem formation and intramolecular [4+2] cycloaddition of 1-phosphinyl-1-vinylallenes, triggered by [2,3]-sigmatropic rearrangement of the corresponding propargyl phosphinites, have been reported:
  • 19
    • 33748689492 scopus 로고    scopus 로고
    • Part of this work was published as a preliminary communication:
  • 21
    • 0030005845 scopus 로고    scopus 로고
    • Production of 6aa from 4a was described in the review article by Grissom. However, no original manuscript dealing with the details of this reaction is available.
    • Production of 6aa from 4a was described in the review article by Grissom. Grissom J.W., Gunawardena G.U., Klingberg D., and Huang D. Tetrahedron 52 (1996) 6453-6518 However, no original manuscript dealing with the details of this reaction is available.
    • (1996) Tetrahedron , vol.52 , pp. 6453-6518
    • Grissom, J.W.1    Gunawardena, G.U.2    Klingberg, D.3    Huang, D.4
  • 23
    • 33748714488 scopus 로고    scopus 로고
    • For the [2+2] cycloaddition of allenes, see:
  • 24
    • 23944462767 scopus 로고    scopus 로고
    • Krause N., and Hashmi A.S.K. (Eds), Wiley-VCH, Weinheim
    • Murakami M., and Matsuda T. In: Krause N., and Hashmi A.S.K. (Eds). Modern Allene Chemistry Vol. 2 (2004), Wiley-VCH, Weinheim 727-815
    • (2004) Modern Allene Chemistry , vol.2 , pp. 727-815
    • Murakami, M.1    Matsuda, T.2
  • 25
    • 33748715314 scopus 로고    scopus 로고
    • note
    • Substrates were prepared by one- or two-step Sonogashira coupling of dihalobenzene with substituted propargyl alcohols.
  • 26
    • 33748714072 scopus 로고    scopus 로고
    • note
    • Braverman and Duar have discussed a mechanism for a hydrogen-shift reaction of benzene-bridged diallene having four methyl groups on the allene: see Ref. 3f.
  • 28
    • 33748685177 scopus 로고    scopus 로고
    • note
    • 4: see Ref. 7.
  • 29
    • 33748711577 scopus 로고    scopus 로고
    • note
    • It is known that trans-1,2-diphenylnaphtho[b]cyclobutene slowly isomerizes at room temperature to give an equilibrium mixture of trans/cis-isomers: see Ref. 3c.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.