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Volumn 127, Issue 48, 2005, Pages 16804-16805

Tandem Au-catalyzed 3,3-rearrangement-[2 + 2] cycloadditions of propargylic esters: Expeditious access to highly functionalized 2,3-indoline-fused cyclobutanes

Author keywords

[No Author keywords available]

Indexed keywords

CARBONYL DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; CYCLOBUTANE DERIVATIVE; GOLD;

EID: 28844458694     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja056419c     Document Type: Article
Times cited : (422)

References (46)
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    • (2005) Org. Lett. , vol.7 , pp. 4129-4132
    • Gagosz, F.1
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    • See ref 5a
    • (a) See ref 5a.
  • 30
    • 22944485617 scopus 로고    scopus 로고
    • For recent reviews on transition-metal-catalyzed reactions of allenes, see: (a) Ma, S. Chem. Rev. 2005, 105, 2829-2871.
    • (2005) Chem. Rev. , vol.105 , pp. 2829-2871
    • Ma, S.1
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    • 24944520019 scopus 로고    scopus 로고
    • Krause, N., Ed.; Wiley: New York
    • (b) Hashmi, A. S. K. In Modern Allene Chemistry; Krause, N., Ed.; Wiley: New York, 2004; Vol. 2, pp 877-923.
    • (2004) Modern Allene Chemistry , vol.2 , pp. 877-923
    • Hashmi, A.S.K.1
  • 32
    • 20444498580 scopus 로고    scopus 로고
    • Krause, N., Ed.; Wiley: New York
    • (b) Mandai, T. In Modern Allene Chemistry; Krause, N., Ed.; Wiley: New York, 2004; Vol. 2, pp 925-972.
    • (2004) Modern Allene Chemistry , vol.2 , pp. 925-972
    • Mandai, T.1
  • 35
    • 0013290683 scopus 로고
    • Transition metal-catalyzed isomerizations of related 1-ethynyl-2-propenyl carboxylates to cyclopentenones have been previously reported. For the Pd-catalyzed case, see: Rautenstrauch, V. J. Org. Chem. 1984, 49, 950-952.
    • (1984) J. Org. Chem. , vol.49 , pp. 950-952
    • Rautenstrauch, V.1
  • 37
    • 28844444721 scopus 로고    scopus 로고
    • note
    • The formation of oxonium species A and B is supported by the following observation. This result and further studies will be published soon. (Diagram presented)
  • 38
    • 28844502476 scopus 로고    scopus 로고
    • note
    • 3) is 1.50 Å.
  • 39
    • 28844481192 scopus 로고    scopus 로고
    • note
    • An alternative kinetic explanation for the exclusive formation of the E-double bond is that oxoniums B and A are in equilibrium with extremely fast interconversion rate, and B cyclizes much faster than A.
  • 41
    • 28844455138 scopus 로고    scopus 로고
    • See ref 3b
    • (b) See ref 3b.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.