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Volumn 2003, Issue 10, 2003, Pages 69-81

Cyclocondensation reactions of racemic and prochiral γ-oxo-acidderivatives with (R)-phenylglycinol

Author keywords

(R) phenylglycinol; Chiral bicyclic lactams; Enantioselective synthesis; Pyrrolidines

Indexed keywords

2 BENZOYLPENTANOIC ACID; 3 (4 METHOXYPHENYL) 4 OXOPENTANOIC ACID; 5 OXO 3 PHENYL 2,3,5,6,7,7A HEXAHYDROPYRROLO[2,1 B]OXAZOLE; 5 OXO 3 PHENYL 2,3,5,6,7,7A HEXAHYDROPYRROLO[2,1 B]OXAZOLE 7 ACETATE; 7 (4 CHLOROPHENYL) 5 OXO 3 PHENYL 2,3,5,6,7,7A HEXAHYDROPYRROLO[2,1 B]OXAZOLE; 7 (4 METHOXYPHENYL) 7A METHYL 5 OXO 3 PHENYL 2,3,5,6,7,7A HEXAHYDROPYRROLO[2,1 B]OXAZOLE; 7 ETHYL 5 OXO 3 PHENYL 2,3,5,6,7,7A HEXAHYDROPYRROLO[2,1 B]OXAZOLE; 7 ETHYL 5 OXO 3,7A DIPHENYL 2,3,5,6,7,7A HEXAHYDROPYRROLO[2,1 B]OXAZOLE; ALDEHYDE DERIVATIVE; DIETHYL 3 FORMYLGLUTARATE; ETHYL 3 (4 CHLOROPHENYL) 4 OXOBUTANOATE; KETONE DERIVATIVE; LACTAM DERIVATIVE; METHYL 3 FORMYLPENTANOATE; OXOACID; PHENYLGLYCINOL; PYRROLIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 3242680571     PISSN: 14246376     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (3)

References (27)
  • 5
    • 0000515042 scopus 로고
    • For the enantioselective synthesis of 2-substituted pyrrolidines from chiral bicyclic γ-lactams, see: a) Meyers, A. I.; Burgess, L. E. J. Org. Chem. 1991, 56, 2294;
    • (1991) J. Org. Chem. , vol.56 , pp. 2294
    • Meyers, A.I.1    Burgess, L.E.2
  • 7
    • 3242685769 scopus 로고    scopus 로고
    • Meyers, A. I.; Burgess, L. E. 1992, 57, 1656
    • c) Meyers, A. I.; Burgess, L. E. 1992, 57, 1656.
  • 10
    • 0001811948 scopus 로고    scopus 로고
    • Brossi, A. Ed; Academic Press: New York
    • c) Massiot, G.; Delaude, C. in Alkaloids, Brossi, A. Ed; Academic Press: New York, 1996, vol. 27, p. 269;
    • (1996) Alkaloids , vol.27 , pp. 269
    • Massiot, G.1    Delaude, C.2
  • 13
    • 0035936757 scopus 로고    scopus 로고
    • For a discussion about the stereoselectivity in the formation of simple chiral bicyclic lactams from oxoacids and phenylglycinol, see: Meyers, A. I.; Downing, S. V.; Weiser, M. J. J. Org. Chem. 2001, 66, 1413.
    • (2001) J. Org. Chem. , vol.66 , pp. 1413
    • Meyers, A.I.1    Downing, S.V.2    Weiser, M.J.3
  • 14
    • 33845183241 scopus 로고
    • Lactam ent-2b has been obtained by partial reduction of the (S)-phenylglycinol-derived succinimide7a whereas 2b has been prepared by reaction of (R)-phenylglycinol with 2,5-dimethoxydihydrofuran.7b In both cases the formation of a single isomer has been described. a) Meyers, A. I.; Lefker, B. A.; Sowin, T. J.; Westrum, L. J. J. Org. Chem. 1989, 54, 4243;
    • (1989) J. Org. Chem. , vol.54 , pp. 4243
    • Meyers, A.I.1    Lefker, B.A.2    Sowin, T.J.3    Westrum, L.J.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.