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Volumn 61, Issue 3, 1996, Pages 915-923

Conformational restriction by repulsion between adjacent substituents on a cyclopropane ring: Design and enantioselective synthesis of 1-phenyl-2-(1-aminoalkyl)-N,N-diethylcyclopropanecarboxamides as potent NMDA receptor antagonists

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPROPANECARBOXYLIC ACID DERIVATIVE; MILNACIPRAN; N METHYL DEXTRO ASPARTIC ACID RECEPTOR BLOCKING AGENT;

EID: 0030040736     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9518056     Document Type: Article
Times cited : (101)

References (50)
  • 27
    • 5344251157 scopus 로고    scopus 로고
    • Available from Daiso Co., Ltd.
    • Available from Daiso Co., Ltd.
  • 28
    • 2142858450 scopus 로고
    • Successive treatment of 11a with KOH/ethylene glycol and DCC/MeOH also gave 13. (17) The configuration of 2′-position of 11a was also assigned as S by modified Mosher's method: Ohtani, I.; Kusumi, T.; Kashman, Y.; Kakisawa, H. J. Am Chem Soc 1991, 113, 4092-4096.
    • (1991) J. Am Chem Soc , vol.113 , pp. 4092-4096
    • Ohtani, I.1    Kusumi, T.2    Kashman, Y.3    Kakisawa, H.4
  • 38
    • 5344228848 scopus 로고    scopus 로고
    • Removal of the chloroacetyl group by treating with NaOMe/ MeOH gave 2′S-alcohol 11a
    • Removal of the chloroacetyl group by treating with NaOMe/ MeOH gave 2′S-alcohol 11a.
  • 39
    • 85087191015 scopus 로고    scopus 로고
    • 1H NMR spectrum (500 MHz) of the crude product
    • 1H NMR spectrum (500 MHz) of the crude product.
  • 42
    • 2142690327 scopus 로고
    • Salaun, J. Chem. Rev 1989, 89, 1247-1270.
    • (1989) Chem. Rev , vol.89 , pp. 1247-1270
    • Salaun, J.1
  • 43
    • 33845556967 scopus 로고
    • Importance of the antibonding orbital in the reaction course of nucleophilic addition reactions on carbonyls has been recognized: (a) Cieplak, A. S. J. Am. Chem. Soc. 1981, 103, 4540-4552. (b) Cieplak, A. S.; Tait, B. D. J Am. Chem Soc. 1989, 111, 5875-5876 (c) Satoh, M.; Murakami, M.; Sunami, S., Kaneko, C.; Furuya, T.; Kurihara, H. J. Am. Chem. Soc. 1995, 117, 4279-4287.
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 4540-4552
    • Cieplak, A.S.1
  • 44
    • 0011309796 scopus 로고
    • Importance of the antibonding orbital in the reaction course of nucleophilic addition reactions on carbonyls has been recognized: (a) Cieplak, A. S. J. Am. Chem. Soc. 1981, 103, 4540-4552. (b) Cieplak, A. S.; Tait, B. D. J Am. Chem Soc. 1989, 111, 5875-5876 (c) Satoh, M.; Murakami, M.; Sunami, S., Kaneko, C.; Furuya, T.; Kurihara, H. J. Am. Chem. Soc. 1995, 117, 4279-4287.
    • (1989) J Am. Chem Soc. , vol.111 , pp. 5875-5876
    • Cieplak, A.S.1    Tait, B.D.2
  • 45
    • 0001653564 scopus 로고
    • Importance of the antibonding orbital in the reaction course of nucleophilic addition reactions on carbonyls has been recognized: (a) Cieplak, A. S. J. Am. Chem. Soc. 1981, 103, 4540-4552. (b) Cieplak, A. S.; Tait, B. D. J Am. Chem Soc. 1989, 111, 5875-5876 (c) Satoh, M.; Murakami, M.; Sunami, S., Kaneko, C.; Furuya, T.; Kurihara, H. J. Am. Chem. Soc. 1995, 117, 4279-4287.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 4279-4287
    • Satoh, M.1    Murakami, M.2    Sunami, S.3    Kaneko, C.4    Furuya, T.5    Kurihara, H.6
  • 50
    • 5344280662 scopus 로고    scopus 로고
    • note
    • The author has deposited atomic coordinates for this structure with the Cambridge Crystallographic Data Centre. The coordinates can be obtained, on request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge, CB2 1EZ, UK.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.