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Volumn 617-618, Issue , 2001, Pages 702-708

Reinvestigation of the chemoselective cyclopropanation of allylic alcohols, allylic ethers and alkenes: A comparison between various reagents and protocols

Author keywords

Aluminum; Carbenoids; Samarium; Simmons Smith; Zinc

Indexed keywords


EID: 0001371859     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-328X(00)00725-7     Document Type: Article
Times cited : (17)

References (39)
  • 23
    • 0032540706 scopus 로고    scopus 로고
    • For theoretical calculations: (a)
    • For theoretical calculations: (a) E. Nakamura, A. Hirai, M. Nakamura, J. Am. Chem. Soc. 120 (1998) 5844. (b) A. Hirai, M. Nakamura, E. Nakamura, Chem. Lett. (1998) 927.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 5844
    • Nakamura, E.1    Hirai, A.2    Nakamura, M.3
  • 24
    • 0032339477 scopus 로고    scopus 로고
    • (b)
    • For theoretical calculations: (a) E. Nakamura, A. Hirai, M. Nakamura, J. Am. Chem. Soc. 120 (1998) 5844. (b) A. Hirai, M. Nakamura, E. Nakamura, Chem. Lett. (1998) 927.
    • (1998) Chem. Lett. , pp. 927
    • Hirai, A.1    Nakamura, M.2    Nakamura, E.3
  • 25
    • 33744716637 scopus 로고    scopus 로고
    • 2AlCl is omitted, less than 1% of the cyclopropane is observed by GC.
    • 2AlCl is omitted, less than 1% of the cyclopropane is observed by GC.
  • 26
    • 33744674723 scopus 로고    scopus 로고
    • 2AlI, for example) is added to the mixed carbenoid.
    • 2AlI, for example) is added to the mixed carbenoid.
  • 27
    • 0000710282 scopus 로고
    • For a study on the different iodomethylzinc species in solution, see: (a)
    • For a study on the different iodomethylzinc species in solution, see: (a) S.E. Denmark, J.P. Edwards, S.R. Wilson, J. Am. Chem. Soc. 114 (1992) 2592. (b) A.B. Charette, J.-F. Marcoux, J. Am. Chem. Soc. 118 (1996) 4539.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 2592
    • Denmark, S.E.1    Edwards, J.P.2    Wilson, S.R.3
  • 28
    • 0029895546 scopus 로고    scopus 로고
    • (b)
    • For a study on the different iodomethylzinc species in solution, see: (a) S.E. Denmark, J.P. Edwards, S.R. Wilson, J. Am. Chem. Soc. 114 (1992) 2592. (b) A.B. Charette, J.-F. Marcoux, J. Am. Chem. Soc. 118 (1996) 4539.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 4539
    • Charette, A.B.1    Marcoux, J.-F.2
  • 29
    • 33744598951 scopus 로고    scopus 로고
    • Alternatively, reaction of geraniol with two equivalents of the carbenoid led to polymerization
    • Alternatively, reaction of geraniol with two equivalents of the carbenoid led to polymerization.
  • 30
    • 0000933379 scopus 로고
    • For directed reactions using Sm carbenoids, see: (a)
    • For directed reactions using Sm carbenoids, see: (a) M. Lautens, P.H.M. Delanghe, J. Org. Chem. 57 (1992) 798. (b) M. Lautens, P.H.M. Delanghe, J. Org. Chem. 58 (1993) 5037. (c) M. Lautens, P.H.M. Delanghe, J. Am. Chem. Soc. 116 (1994) 8526. (d) M. Lautens, P.H.M. Delanghe, J. Org. Chem. 60 (1995) 2474.
    • (1992) J. Org. Chem. , vol.57 , pp. 798
    • Lautens, M.1    Delanghe, P.H.M.2
  • 31
    • 0006513782 scopus 로고
    • (b)
    • For directed reactions using Sm carbenoids, see: (a) M. Lautens, P.H.M. Delanghe, J. Org. Chem. 57 (1992) 798. (b) M. Lautens, P.H.M. Delanghe, J. Org. Chem. 58 (1993) 5037. (c) M. Lautens, P.H.M. Delanghe, J. Am. Chem. Soc. 116 (1994) 8526. (d) M. Lautens, P.H.M. Delanghe, J. Org. Chem. 60 (1995) 2474.
    • (1993) J. Org. Chem. , vol.58 , pp. 5037
    • Lautens, M.1    Delanghe, P.H.M.2
  • 32
    • 0000112038 scopus 로고
    • (c)
    • For directed reactions using Sm carbenoids, see: (a) M. Lautens, P.H.M. Delanghe, J. Org. Chem. 57 (1992) 798. (b) M. Lautens, P.H.M. Delanghe, J. Org. Chem. 58 (1993) 5037. (c) M. Lautens, P.H.M. Delanghe, J. Am. Chem. Soc. 116 (1994) 8526. (d) M. Lautens, P.H.M. Delanghe, J. Org. Chem. 60 (1995) 2474.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 8526
    • Lautens, M.1    Delanghe, P.H.M.2
  • 33
    • 0001655389 scopus 로고
    • (d)
    • For directed reactions using Sm carbenoids, see: (a) M. Lautens, P.H.M. Delanghe, J. Org. Chem. 57 (1992) 798. (b) M. Lautens, P.H.M. Delanghe, J. Org. Chem. 58 (1993) 5037. (c) M. Lautens, P.H.M. Delanghe, J. Am. Chem. Soc. 116 (1994) 8526. (d) M. Lautens, P.H.M. Delanghe, J. Org. Chem. 60 (1995) 2474.
    • (1995) J. Org. , vol.60 , pp. 2474
    • Lautens, M.1    Delanghe, P.H.M.2
  • 34
    • 0003625966 scopus 로고
    • E.W. Abel, F.G.A. Stone, & G. Wilkinson. Exeter: Pergamon. (Chapter 10)
    • Eisch J.J. Abel E.W., Stone F.G.A., Wilkinson G., Comprehensive Organometallic Chemistry II. 1:1995;Pergamon, Exeter. (Chapter 10).
    • (1995) Comprehensive Organometallic Chemistry II , vol.1
    • Eisch, J.J.1
  • 35
    • 33744709114 scopus 로고    scopus 로고
    • Aldrich Technical Information Bulletin Number AL-134, Handling Air-Sensitive Reagents
    • Aldrich Technical Information Bulletin Number AL-134, Handling Air-Sensitive Reagents.
  • 37
    • 33744555381 scopus 로고    scopus 로고
    • Samarium powder was used as received from Acros
    • Samarium powder was used as received from Acros.
  • 39
    • 33744598950 scopus 로고    scopus 로고
    • Samarium powder was used as received from Strem Chemicals.
    • Samarium powder was used as received from Strem Chemicals.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.