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Volumn 50, Issue 6, 2011, Pages 1346-1349

Synthesis of highly functionalized cyclohexenone rings: Rhodium-catalyzed 1,3-acyloxy migration and subsequent [5+1] cycloaddition

Author keywords

carbocycle; cycloaddition; rhodium; ring expansion; synthetic methods

Indexed keywords

CARBOCYCLE; CYCLOHEXENONES; CYCLOPROPYL; FUNCTIONALIZED; METAL CATALYST; PROPARGYL; RHODIUM-CATALYZED; RING EXPANSION; SYNTHETIC METHODS;

EID: 79551659643     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201006881     Document Type: Article
Times cited : (78)

References (96)
  • 1
    • 79551669054 scopus 로고    scopus 로고
    • For selected reviews, see
    • For selected reviews, see
  • 5
    • 0002110351 scopus 로고    scopus 로고
    • For a review on transition metal mediated cycloadditions, see:, M. Lautens, W. Klute, W. Tam, Chem. Rev. 1996, 96, 49.
    • (1996) Chem. Rev. , vol.96 , pp. 49
    • Lautens, M.1    Klute, W.2    Tam, W.3
  • 7
    • 34547444477 scopus 로고    scopus 로고
    • For a recent review on transition metal mediated reactions of cyclopropanes, see:, M. Rubin, M. Rubina, V. Gevorgyan, Chem. Rev. 2007, 107, 3117.
    • (2007) Chem. Rev. , vol.107 , pp. 3117
    • Rubin, M.1    Rubina, M.2    Gevorgyan, V.3
  • 12
  • 30
    • 79551663287 scopus 로고    scopus 로고
    • For recent reviews, see
    • For recent reviews, see
  • 33
    • 34249006882 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 2750-2752
    • (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 2750-2752
  • 35
    • 34250824768 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 3410-3449
    • (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 3410-3449
  • 38
    • 53249152128 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2008, 47, 6754-6756
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 6754-6756
  • 41
    • 79551678076 scopus 로고    scopus 로고
    • For recent examples of [5+1] cycloadditions of vinyl and allenyl cyclopropanes, see
    • For recent examples of [5+1] cycloadditions of vinyl and allenyl cyclopropanes, see
  • 48
    • 33746278459 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2006, 45, 3957-3960.
    • (2006) Angew. Chem. Int. Ed. , vol.45 , pp. 3957-3960
  • 49
    • 79551658644 scopus 로고    scopus 로고
    • For selected examples of tandem reactions involving gold-, copper-, silver-, or platinum-catalyzed 1,3-acyloxy migration of propargyl esters, see
    • For selected examples of tandem reactions involving gold-, copper-, silver-, or platinum-catalyzed 1,3-acyloxy migration of propargyl esters, see
  • 66
    • 36048953800 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 8250-8253
    • (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 8250-8253
  • 75
    • 79551669687 scopus 로고    scopus 로고
    • The independently prepared allene 5 yielded the same product under the standard reaction conditions in Table 1.
    • The independently prepared allene 5 yielded the same product under the standard reaction conditions in Table 1.
  • 79
    • 79551667375 scopus 로고    scopus 로고
    • Similar effects were also observed in other cycloaddition reactions
    • Similar effects were also observed in other cycloaddition reactions
  • 82
    • 0001616320 scopus 로고    scopus 로고
    • For a report on regioselective isomerization of allenylcyclopropane to cyclopentene, see
    • For a report on regioselective isomerization of allenylcyclopropane to cyclopentene, see:, M. Hayashi, T. Ohmatsu, Y. P. Meng, K. Saigo, Angew. Chem. 1998, 110, 877-879
    • (1998) Angew. Chem. , vol.110 , pp. 877-879
    • Hayashi, M.1    Ohmatsu, T.2    Meng, Y.P.3    Saigo, K.4
  • 84
    • 79551663522 scopus 로고    scopus 로고
    • For discussions on regioselectivity of vinyl cyclopropane in metal-catalyzed cycloadditions, see
    • For discussions on regioselectivity of vinyl cyclopropane in metal-catalyzed cycloadditions, see
  • 91
  • 93
    • 70349972588 scopus 로고    scopus 로고
    • The stereochemistry of the cyclopropane ring was not completely retained in the gold-catalyzed reaction. See Ref. [17] and the following reference for details
    • The stereochemistry of the cyclopropane ring was not completely retained in the gold-catalyzed reaction. See Ref. [17] and the following reference for details:, Y. Zou, D. Garayalde, Q. R. Wang, C. Nevado, A. Goeke, Angew. Chem. 2008, 120, 10264-10267
    • (2008) Angew. Chem. , vol.120 , pp. 10264-10267
    • Zou, Y.1    Garayalde, D.2    Wang, Q.R.3    Nevado, C.4    Goeke, A.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.