메뉴 건너뛰기




Volumn 15, Issue 11, 2009, Pages 2496-2499

Chemo- and regioselective palladium-catalyzed oxycyclization reactions of allendiols: preparation of five-, six-, and eight-membered cycles

Author keywords

Allenes; Chemoselectivity; Heterocycles; Palladium; Regioselectivity

Indexed keywords

REGIOSELECTIVITY; SUBSTRATES;

EID: 62349125016     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200802675     Document Type: Article
Times cited : (35)

References (44)
  • 7
    • 62349129922 scopus 로고    scopus 로고
    • R. E. Moore in Marine Natural Products: Chemical and Biological Perspectives, 1 (Ed.: P. J., Scheuer). Academic Press. New York. 1978, pp. 43.
    • g) R. E. Moore in Marine Natural Products: Chemical and Biological Perspectives, Vol. 1 (Ed.: P. J., Scheuer). Academic Press. New York. 1978, pp. 43.
  • 8
    • 22944485617 scopus 로고    scopus 로고
    • For general and comprehensive reviews, see: a
    • For general and comprehensive reviews, see: a) S. Ma. Chem. Rev. 2005, 105, 2829;
    • (2005) Chem. Rev , vol.105 , pp. 2829
    • Ma, S.1
  • 9
    • 4544320494 scopus 로고    scopus 로고
    • Eds, N. Krause, A. S. K. Hashmi, Wiley-VCH, Weinheim
    • b) Modern Allene Chemistry (Eds.: N. Krause, A. S. K. Hashmi). Wiley-VCH, Weinheim, 2004;
    • (2004) Modern Allene Chemistry
  • 11
    • 53849148639 scopus 로고    scopus 로고
    • For selected reviews on transition metal-catalyzed cyclization of functionalized allenes bearing a nucleophilic center, see: a R. A. Widenhoefer, Chem. Eur. J. 2008, 14, 5382;
    • For selected reviews on transition metal-catalyzed cyclization of functionalized allenes bearing a nucleophilic center, see: a) R. A. Widenhoefer, Chem. Eur. J. 2008, 14, 5382;
  • 32
    • 20444497757 scopus 로고    scopus 로고
    • For a review on Pd-catalyzed C-O bond formation, see
    • For a review on Pd-catalyzed C-O bond formation, see: J. Muzart, Tetrahedron 2005, 61, 5955.
    • (2005) Tetrahedron , vol.61 , pp. 5955
    • Muzart, J.1
  • 33
    • 37549063959 scopus 로고    scopus 로고
    • Compounds 5 exhibit an additional interest as they bear a quaternary stereocenter. For recent selected reviews, see: a P. G. Cozzi, R. Hilgraf, N. Zimmermann, Eur. J. Org. Chem. 2007, 5969;
    • Compounds 5 exhibit an additional interest as they bear a quaternary stereocenter. For recent selected reviews, see: a) P. G. Cozzi, R. Hilgraf, N. Zimmermann, Eur. J. Org. Chem. 2007, 5969;
  • 38
    • 0033804280 scopus 로고    scopus 로고
    • Medium-sized rings represent some of the most difficult challenges for cyclization strategies; the combination of developing ring strain and the requirement to restrict rotations around seven-nine flexible bonds ensures unfavorable enthalpic and entropic contributions to ΔG. For reviews, see: a C. Galli, L. Mandolini, Chem. 2000, 3117;
    • Medium-sized rings represent some of the most difficult challenges for cyclization strategies; the combination of developing ring strain and the requirement to restrict rotations around seven-nine flexible bonds ensures unfavorable enthalpic and entropic contributions to ΔG. For reviews, see: a) C. Galli, L. Mandolini, Eur. J. Org. Chem. 2000, 3117;
  • 40
    • 2242420016 scopus 로고    scopus 로고
    • To the best of our knowledge, the Pd-catalyzed cyclizative coupling reaction of δ-allenols with allyl halides has not yet been reported. For its pioneered use for α-allenols. see
    • To the best of our knowledge, the Pd-catalyzed cyclizative coupling reaction of δ-allenols with allyl halides has not yet been reported. For its pioneered use for α-allenols. see: D. Xu, Z. Li, S. Ma, Chem. Eur. J. 2002, 5, 5012.
    • (2002) Chem. Eur. J , vol.5 , pp. 5012
    • Xu, D.1    Li, Z.2    Ma, S.3
  • 41
    • 36849034419 scopus 로고    scopus 로고
    • This type of β-lactams is rather unusual. For selected reviews on the chemical and medicinal importance of β-lactams, see: a B. Alcaide, P. Almendros, C. Aragoncillo, Chem. Rev. 2007, 107, 4437;
    • This type of β-lactams is rather unusual. For selected reviews on the chemical and medicinal importance of β-lactams, see: a) B. Alcaide, P. Almendros, C. Aragoncillo, Chem. Rev. 2007, 107, 4437;
  • 44
    • 0034638407 scopus 로고    scopus 로고
    • For Pd-catalyzed 5-exo and 6-exo haloetherifications, see: C. Jonasson, A. Horváth, J.-E. Bäckvall, J. Am. Chem. Soc. 2000, 122, 9600.
    • For Pd-catalyzed 5-exo and 6-exo haloetherifications, see: C. Jonasson, A. Horváth, J.-E. Bäckvall, J. Am. Chem. Soc. 2000, 122, 9600.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.