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Volumn 132, Issue 8, 2010, Pages 2839-2844

Intramolecular anodic olefin coupling reactions and the synthesis of cyclic amines

Author keywords

[No Author keywords available]

Indexed keywords

COUPLING REACTION; CYCLIC AMINES; CYCLIC PRODUCTS; CYCLIZATIONS; GOOD YIELD; PIPECOLIC ACID; RADICAL CATIONS; RAPID SYNTHESIS; REACTION CONDITIONS; SIGNIFICANT FACTORS;

EID: 77649289043     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja910586v     Document Type: Article
Times cited : (114)

References (70)
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    • For reviews of early work, see For a recent account, see a
    • For a recent account, see (a) Moeller, K. D. Synlett 2009, 1208. For reviews of early work, see
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  • 4
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    • For a review of cyclic amino acid derivatives, see
    • For a review of cyclic amino acid derivatives, see Park, K.-H.; Kurth, M. J. Tetrahedron 2002, 58, 8629.
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  • 11
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    • and references therein
    • (g) Undheim, K. Amino Acids 2008, 34, 357, and references therein.
    • (2008) Amino Acids , vol.34 , pp. 357
    • Undheim, K.1
  • 12
    • 77649310556 scopus 로고    scopus 로고
    • For leading references concerning the use of lactam-based peptido-mimetics containing cyclic amino acid derivatives, see
    • For leading references concerning the use of lactam-based peptido-mimetics containing cyclic amino acid derivatives, see
  • 21
    • 2542638050 scopus 로고    scopus 로고
    • For synthetic routes to peptidomimetics containing cyclic amino acid derivatives: a
    • For synthetic routes to peptidomimetics containing cyclic amino acid derivatives: (a) Scott, W. L.; Alsina, J.; Kennedy, J. H.; O'Donnell, M. J. Org. Lett. 2004, 6, 1629.
    • (2004) J. Org. Lett , vol.6 , pp. 1629
    • Scott, W.L.1    Alsina, J.2    Kennedy, J.H.3    O'Donnell, M.4
  • 30
    • 0034704303 scopus 로고    scopus 로고
    • For examples of the use of electrochemistry to functionalize cyclic amino acids, see (a) Beal, L. M, Liu, B, Chu, W, Moeller, K. D. Tetrahedron 2000, 56, 10113 and references cited therein
    • For examples of the use of electrochemistry to functionalize cyclic amino acids, see (a) Beal, L. M.; Liu, B.; Chu, W.; Moeller, K. D. Tetrahedron 2000, 56, 10113 and references cited therein,
  • 39
    • 53849147912 scopus 로고    scopus 로고
    • For a preliminary account of this work, see
    • For a preliminary account of this work, see Xu, H.-C.; Moeller, K. D. J. Am. Chem. Soc. 2008, 130, 13542.
    • (2008) J. Am. Chem. Soc , vol.130 , pp. 13542
    • Xu, H.-C.1    Moeller, K.D.2
  • 40
    • 43049173603 scopus 로고    scopus 로고
    • For selected examples of reactions leading to tetrasubstituted carbons, see ref 7 in addition to (a) Xu, H.-C, Brandt, J. D, Moeller, K. D. Tetrahedron Lett. 2008, 49, 3868
    • For selected examples of reactions leading to tetrasubstituted carbons, see ref 7 in addition to (a) Xu, H.-C.; Brandt, J. D.; Moeller, K. D. Tetrahedron Lett. 2008, 49, 3868.
  • 55
    • 77649303782 scopus 로고    scopus 로고
    • For complete experimental details concerning syntheses of the substrates, see the Supporting Information
    • For complete experimental details concerning syntheses of the substrates, see the Supporting Information.
  • 56
    • 33646876832 scopus 로고    scopus 로고
    • In addition to refs 8a and 8e, please see (a) Brandt, J. D, Moeller, K. D. Heterocycles 2006, 67, 621
    • In addition to refs 8a and 8e, please see (a) Brandt, J. D.; Moeller, K. D. Heterocycles 2006, 67, 621.
  • 59
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    • For examples of intramolecular electron transfers in. anodic oxidations, see (a) Duan, D, Moeller, K. D. J. Am. Chem. Soc. 2002, 124, 9368
    • For examples of intramolecular electron transfers in. anodic oxidations, see (a) Duan, D.; Moeller, K. D. J. Am. Chem. Soc. 2002, 124, 9368.
  • 61
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    • For a previous example of the final trapping step playing a large role in the yield of an anodic olefin coupling reaction, see ref 13c
    • For a previous example of the final trapping step playing a large role in the yield of an anodic olefin coupling reaction, see ref 13c.
  • 62
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    • See ref 13 in addition to
    • See ref 13 in addition to Duan, S.; Moeller, K. D. Org. Lett. 2001, 3, 2685.
    • (2001) Org. Lett , vol.3 , pp. 2685
    • Duan, S.1    Moeller, K.D.2
  • 63
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    • For evidence showing slower anodic olefin coupling reactions leading to six-membered ring products, see refs 8f and 8h
    • For evidence showing slower anodic olefin coupling reactions leading to six-membered ring products, see refs 8f and 8h.
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    • For early references, see
    • (e) Kirby, A. J. Adv. Phys. Org. Chem. 1980, 17, 183. For early references, see
    • (1980) J. Adv. Phys. Org. Chem , vol.17 , pp. 183
    • Kirby, A.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.