ENANTIOSELECTIVE SYNTHESIS OF (+)-ALPHA-ALLOKAINIC AND (-)-ALPHA-ALLOKAINIC ACID

被引：31
|
作者：
BARCO, A [1 ]
BENETTI, S [1 ]
CASOLARI, A [1 ]
POLLINI, GP [1 ]
SPALLUTO, G [1 ]
机构：
[1] DIPARTIMENTO SCI FARMACEUT,I-44100 FERRARA,ITALY
来源：
TETRAHEDRON LETTERS | 1990年 / 31卷 / 34期
关键词：
D O I：
10.1016/S0040-4039(00)97768-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A concise enantioselective route to (+)- and (-)-a-allokainic acid from D- and L-serine respectively has been established by enantio- and diastereo-selective tandem Michael reaction methodology for the construction of three chiral centers in a single stage. © 1990.
引用
收藏
页码：4917 / 4920
页数：4
相关论文
共 50 条
  • [41] Enantioselective Synthesis of alpha,alpha-Disubstituted Lactones via a Chiral Bronsted Acid Catalyzed Intramolecular Cyclization
    Wilent, Jennifer E.
    Qabaja, Ghassan
    Petersen, Kimberly S.
    ORGANIC SYNTHESES, 2016, 93 : 75 - +
  • [42] An approach towards (+)-allokainic acid via diphenylprolinol-catalyzed direct cross-aldol reaction
    Mhaldar, Shashank N.
    Tilve, Santosh G.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2023, 21 (26) : 5469 - 5474
  • [43] ENANTIOSELECTIVE SYNTHESIS OF ALPHA-ARYLPROPANOIC ACIDS
    PAGE, PCB
    MCKENZIE, MJ
    BUCKLE, DR
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (21): : 2673 - 2676
  • [44] SYNTHESIS AND ENANTIOSELECTIVE HYDROGENATION OF ALPHA-ACYLOXYACRYLATES
    SCHMIDT, U
    LANGNER, J
    KIRSCHBAUM, B
    BRAUN, C
    SYNTHESIS-STUTTGART, 1994, (11): : 1138 - 1140
  • [45] A GENERAL ENANTIOSELECTIVE SYNTHESIS OF ALPHA-ARYLETHYLAMINES
    CHEN, CP
    PRASAD, K
    REPIC, O
    TETRAHEDRON LETTERS, 1991, 32 (49) : 7175 - 7178
  • [46] A NEW ENANTIOSELECTIVE ROUTE TO KAINOIDS - APPLICATION TO THE FORMAL SYNTHESIS OF (-)-ALPHA-KAINIC ACID
    BARCO, A
    BENETTI, S
    POLLINI, GP
    SPALLUTO, G
    ZANIRATO, V
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (06) : 390 - 391
  • [47] SYNTHESIS OF ALPHA,ALPHA'-DIAMINOSUBERIC ACID BY KOLBE REACTION
    MORI, K
    NIPPON KAGAKU ZASSHI, 1961, 82 (10): : 1375 - &
  • [48] Facile synthesis of (+)-α-allokainic acid via Pd-catalyzed hydrogenolysis of allyl acetate derived from trans-4-hydroxy-L-proline
    Ma, DW
    Wu, WG
    Deng, P
    TETRAHEDRON LETTERS, 2001, 42 (39) : 6929 - 6931
  • [49] ENANTIOSELECTIVE SYNTHESIS OF ALPHA-BRANCHED ALPHA-AMINO-ACIDS WITH BULKY SUBSTITUENTS
    STUDER, A
    SEEBACH, D
    LIEBIGS ANNALEN, 1995, (02): : 217 - 222
  • [50] ASYMMETRIC CONSTRUCTION OF ALPHA,ALPHA-DISUBSTITUTED CYCLOBUTANONES - ENANTIOSELECTIVE TOTAL SYNTHESIS OF (-)-FRONTALIN
    NEMOTO, H
    YAMADA, T
    ISHIBASHI, H
    FUKUMOTO, K
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (12): : 3149 - 3151
12345