메뉴 건너뛰기




Volumn 48, Issue 33, 2009, Pages 6093-6096

Selectivity control in lewis acid catalyzed regiodivergent tandem cationic cyclization/ring expansion terminated by pinacol rearrangement

Author keywords

Cyclization; Domino reactions; Lewis acids; Pinacol rearrangement; Regioselectivity

Indexed keywords

DICHLOROETHANE; DOMINO REACTIONS; LEWIS ACID; LEWIS ACIDS; PINACOL REARRANGEMENT; PINACOLS; REACTION SEQUENCES; SELECTIVITY CONTROL;

EID: 70349909806     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200901628     Document Type: Article
Times cited : (74)

References (57)
  • 36
    • 70349921442 scopus 로고    scopus 로고
    • For some selected examples on Lewis acid activation of the carbonyl group of 2-benylidene-l
    • For some selected examples on Lewis acid activation of the carbonyl group of 2-benylidene-l, 3-dicarbonyl compounds, see;
    • 3-dicarbonyl compounds
  • 37
    • 53849119129 scopus 로고    scopus 로고
    • and references therein;
    • a) S. Yamazaki, Chem. Eur. J. 2008, 14, 6026, and references therein;
    • (2008) Chem. Eur. J , vol.14 , pp. 6026
    • Yamazaki, S.1
  • 38
    • 0037036814 scopus 로고    scopus 로고
    • and references therein
    • b) J. Zhou, Y. Tang, J. Am. Chem. Soc. 2002, 124, 9030, and references therein.
    • (2002) J. Am. Chem. Soc , vol.124 , pp. 9030
    • Zhou, J.1    Tang, Y.2
  • 40
    • 70349917508 scopus 로고    scopus 로고
    • For recent selected examples on the cyclization of o-ethynyl phenyl alkenes, see: a D. Fischer, H. Tomeba, N. K. Pahadi, N. T. Patil, Y. Yamamoto, Angew. Chem. 2007, 119, 4848;
    • For recent selected examples on the cyclization of o-ethynyl phenyl alkenes, see: a) D. Fischer, H. Tomeba, N. K. Pahadi, N. T. Patil, Y. Yamamoto, Angew. Chem. 2007, 119, 4848;
  • 48
    • 52649180623 scopus 로고    scopus 로고
    • 3-catalyzed or t BuOK-promoted tandem reaction of 2-(2-(alkynyl)benzylidene) malonate with indole, see: K. Gao, J. Wu, Org. Lett. 2008, 10, 2251.
    • 3-catalyzed or t BuOK-promoted tandem reaction of 2-(2-(alkynyl)benzylidene) malonate with indole, see: K. Gao, J. Wu, Org. Lett. 2008, 10, 2251.
  • 49
    • 37249012791 scopus 로고    scopus 로고
    • One reviewer suggested an alternative reaction pathway in which the alkyne moiety acts as an electrophile see for instance, T. Jin, Y. Yamamoto, Org. Lett. 2007, 9, 5259, which is showed in detail in the Supporting Information
    • One reviewer suggested an alternative reaction pathway in which the alkyne moiety acts as an electrophile (see for instance, T. Jin, Y. Yamamoto, Org. Lett. 2007, 9, 5259), which is showed in detail in the Supporting Information.
  • 55
    • 70349897986 scopus 로고    scopus 로고
    • CCDC 724757 (2a), 724758 (3e), 714759 (4e) and 724760 (8a) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif
    • CCDC 724757 (2a), 724758 (3e), 714759 (4e) and 724760 (8a) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif
  • 56
    • 70349928889 scopus 로고    scopus 로고
    • More reaction conditions were screened and can be found in Table 1 of the Supporting Information.
    • More reaction conditions were screened and can be found in Table 1 of the Supporting Information.
  • 57
    • 70349894908 scopus 로고    scopus 로고
    • 1H NMR spectroscopy of the crude products.
    • 1H NMR spectroscopy of the crude products.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.