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Volumn 7, Issue 23, 2005, Pages 5305-5308

Highly enantioselective synthesis of rigid, quaternary 1,4-benzodiazepine- 2,5-diones derived from proline

Author keywords

[No Author keywords available]

Indexed keywords

BENZODIAZEPINE DERIVATIVE; PROLINE;

EID: 28244437079     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol052182d     Document Type: Article
Times cited : (28)

References (24)
  • 9
    • 0018636458 scopus 로고
    • Binding affinities at the GABA(A) receptor are exquisitely sensitive to the conformation (M- or P-) of the benzodiazepine ring, which is governed by the pseudoequatorial preference and absolute stereochemistry of the C3 substituent: (a) Konowal, A.; Snatzke, G.; Alebiš-Kolbah, T.; Kafješ, F.; Rendiš, S.; Šunjiæ, V. Biochem. Pharmacol. 1979, 28, 3109-3113.
    • (1979) Biochem. Pharmacol. , vol.28 , pp. 3109-3113
    • Konowal, A.1    Snatzke, G.2    Alebiš-Kolbah, T.3    Kafješ, F.4    Rendiš, S.5    Šunjiæ, V.6
  • 12
    • 0042929265 scopus 로고    scopus 로고
    • Denmark, S. E., Ed.; John Wiley & Sons: New York
    • (b) Kawabata, T.; Fuji, K., In Topics in Stereochemistry; Denmark, S. E., Ed.; John Wiley & Sons: New York, 2003; Vol. 23, pp 175-205.
    • (2003) Topics in Stereochemistry , vol.23 , pp. 175-205
    • Kawabata, T.1    Fuji, K.2
  • 14
    • 0141757477 scopus 로고    scopus 로고
    • We have previously published highly enantioselective deprotonation/ alkylation reactions of the related 1,4-benzodiazepin-2-one scaffold: (a) Carlier, P. R.; Zhao, H.; DeGuzman, J.; Lam, P. C.-H. J. Am. Chem. Soc. 2003, 125, 11482-11483.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 11482-11483
    • Carlier, P.R.1    Zhao, H.2    DeGuzman, J.3    Lam, P.C.-H.4
  • 18
    • 28244484874 scopus 로고    scopus 로고
    • note
    • We use the helical descriptors (M)- and (P)- to assign the chirality of the ring, according to the sign of the C2-N1-C7-C6 dihedral angle (M = minus, P = positive).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.