ASYMMETRIC-SYNTHESIS FROM PYRIDINES - USE OF NEW CHIRAL 1,4-DIHYDROPYRIDINES IN A SHORT SYNTHESIS OF 5,8-DISUBSTITUTED INDOLIZIDINE (+)-209B

被引：51
|
作者：
GNECCO, D [1 ]
MARAZANO, C [1 ]
DAS, BC [1 ]
机构：
[1] CNRS,INST CHIM SUBST NAT,F-91198 GIF SUR YVETTE,FRANCE
来源：
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1991年 / 09期
关键词：
D O I：
10.1039/c39910000625
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The synthetic potentiality of chiral oxazolidines, prepared from 3-picoline via a 1,4-dihydropyridine intermediate, has been illustrated by an expeditious route to the 5,8-disubstituted indolizidine alkaloid (+)-209B.
引用
收藏
页码：625 / 626
页数：2
相关论文
共 50 条
  • [31] Cascade Heterocyclization in the Synthesis of New Sulfur-Containing 1,4-Dihydropyridines and 1,4,5,6,7,8-Hexahydroquinolines
    V. P. Litvinov
    S. G. Krivokolysko
    E. B. Rusanov
    Doklady Chemistry, 2001, 377 : 94 - 100
  • [32] Design and synthesis of new 1,4-dihydropyridines containing 4(5)-chloro-5(4)-imidazolyl substituent as a novel calcium channel blocker
    Maryam Iman
    Asghar Davood
    Ali Reza Nematollahi
    Ahmad Rerza Dehpoor
    Abbas Shafiee
    Archives of Pharmacal Research, 2011, 34 : 1417 - 1426
  • [33] Design and Synthesis of New 1,4-Dihydropyridines Containing 4(5)-chloro-5(4)-imidazolyl Substituent as a Novel Calcium Channel Blocker
    Iman, Maryam
    Davood, Asghar
    Nematollahi, Ali Reza
    Dehpoor, Ahmad Rerza
    Shafiee, Abbas
    ARCHIVES OF PHARMACAL RESEARCH, 2011, 34 (09) : 1417 - 1426
  • [34] Catalytic Asymmetric Synthesis of Both Enantiomers of 4-Substituted 1,4-Dihydropyridines with the Use of Bifunctional Thiourea-Ammonium Salts Bearing Different Counterions
    Yoshida, Kohzo
    Inokuma, Tsubasa
    Takasu, Kiyosei
    Takemoto, Yoshiji
    MOLECULES, 2010, 15 (11) : 8305 - 8326
  • [35] Hantzsch synthesis of bis(1,4-dihydropyridines) and bis(tetrahydrodipyrazolo[3,4-b:4′,3′-e]pyridines) linked to pyrazole units as novel hybrid molecules
    Sanad, Sherif M. H.
    Hawass, Mahmoud A. E.
    Elwahy, Ahmed H. M.
    Abdelhamid, Ismail A.
    SYNTHETIC COMMUNICATIONS, 2020, 50 (13) : 1982 - 1992
  • [36] Asymmetric synthesis of (R)-nilvadipine and (S)-NB 818 via regioselective bromination of chiral 1,4-dihydropyridines as a key step and enzymatic resolution of racemic 2-hydroxymethyl-1,4-dihydropyridine derivatives
    Ebiike, H
    Maruyama, K
    Ozawa, Y
    Yamazaki, Y
    Achiwa, K
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1997, 45 (05) : 869 - 876
  • [37] ASYMMETRIC-SYNTHESIS WITH ALPHA,BETA-BIS[(METHOXYMETHYL)OXY] KETONES - ENANTIOSELECTIVE TOTAL SYNTHESIS OF NATURAL (+)-INDOLIZIDINE-195B (BICYCLIC GEPHYROTOXIN-195B) AND (-)-PINIDINE AND THEIR ENANTIOMERS FROM A COMMON CHIRAL SYNTHON
    YAMAZAKI, N
    KIBAYASHI, C
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (04) : 1396 - 1408
  • [38] Design, synthesis, and calcium channel antagonist activity of new 1,4-dihydropyridines containing 4-(5)-chloro-2-ethyl-5(4)-imidazolyl substituent
    Davood, Asghar
    Mansouri, Niloufar
    Dehpour, Ahmad Rerza
    Shafaroudi, Harried
    Ali-Pour, Eskandar
    Shafiee, Abbas
    ARCHIV DER PHARMAZIE, 2006, 339 (06) : 299 - 304
  • [39] Synthesis and docking studies of new 1,4-dihydropyridines containing 4-(5)-Chloro-2-ethyl-5-(4)-imidazolyl substituent as novel calcium channel agonist
    Davood, Asghar
    Nematollahi, Ali Reza
    Iman, Maryam
    Shafiee, Abbas
    ARCHIVES OF PHARMACAL RESEARCH, 2009, 32 (04) : 481 - 487
  • [40] Synthesis and docking studies of new 1,4-dihydropyridines containing 4-(5)-Chloro-2-ethyl-5-(4)-imidazolyl substituent as novel calcium channel agonist
    Asghar Davood
    Ali reza Nematollahi
    Maryam Iman
    Abbas Shafiee
    Archives of Pharmacal Research, 2009, 32 : 481 - 487
12345