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Volumn 44, Issue 32, 2005, Pages 5113-5115

Thermal intramolecular [2+2] cycloaddition of allenenes and allenynes: Diastereoselective access to bicyclic nitrogen heterocycles

Author keywords

Allenes; Bicyclic compounds; Cycloaddition; Nitrogen heterocycles; Regioselectivity

Indexed keywords

ADDITION REACTIONS; DERIVATIVES; STEREOCHEMISTRY; THERMOANALYSIS;

EID: 23944509694     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200501413     Document Type: Article
Times cited : (79)

References (58)
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    • see also, b) B. M. Trost, Science 1991, 254, 1471-1477.
    • (1991) Science , vol.254 , pp. 1471-1477
    • Trost, B.M.1
  • 3
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    • For excellent reviews, see: a) D. J. Pasto, Tetrahedron 1984, 40, 2805-2827;
    • (1984) Tetrahedron , vol.40 , pp. 2805-2827
    • Pasto, D.J.1
  • 4
    • 23944462767 scopus 로고    scopus 로고
    • (Eds.: N. Krause, A. S. K. Hashmi), Wiley-VCH, Weinheim
    • b) M. Murakami, T. Matsuda in Modern Allene Chemistry, Vol. 2 (Eds.: N. Krause, A. S. K. Hashmi), Wiley-VCH, Weinheim, 2004, pp. 727-815.
    • (2004) Modern Allene Chemistry , vol.2 , pp. 727-815
    • Murakami, M.1    Matsuda, T.2
  • 11
    • 0038451472 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2003, 42, 2647-2650;
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 2647-2650
  • 38
    • 0242417568 scopus 로고    scopus 로고
    • Recently, in their study of the molybdenum-mediated allenic Pauson-Khand reaction, Cook and co-workers observed the formation of distal adducts in 30-40% yield, by heating of conformationally restricted diyne-allenes in toluene at 100°C in the absence of any catalyst. As far as we are aware, this is the first example of thermal [2+2] cycloaddition between unactivated allenes and alkynes. See: a) H. Cao, J. Flippen-Anderson, J. M. Cook, J. Am. Chem. Soc. 2003, 125, 3230-3231;
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 3230-3231
    • Cao, H.1    Flippen-Anderson, J.2    Cook, J.M.3
  • 44
    • 0038076018 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2003, 42, 1749-1753;
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 1749-1753
  • 47
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    • Angew. Chem. Int. Ed. 2005, 44, 1513-1517.
    • (2005) Angew. Chem. Int. Ed. , vol.44 , pp. 1513-1517


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.