Synthesis of Allokainic Acid: A Review

被引：11
作者：
Bhat, Chinmay [1 ]
Kumar, Amit [1 ]
机构：
[1] Jain Univ, Ctr Nano & Mat Sci, Bangalore 562112, Karnataka, India
来源：
ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 4卷 / 02期
关键词：
allokainic acid; kainic acid; kainoids; pyrrolidines; total synthesis; C-H INSERTION; CONFORMATIONALLY RESTRICTED ANALOGS; KUTZING CORSICAN-MOSS; ENE-TYPE REACTIONS; (+)-ALPHA-ALLOKAINIC ACID; FORMAL SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; AMINO-ACIDS; KAINIC ACID; STEREOSELECTIVE-SYNTHESIS;
D O I：
10.1002/ajoc.201402250
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
This Focus Review discusses the synthesis of an important member of the kainoid family; allokainic acid. The members of the kainoid family have attracted worldwide attention since their first isolation in 1953 due to their vast and potential medicinal applications, especially in neuroscience. The review focuses on the synthesis of allokainic acid using different synthetic methods from its first synthesis to the most recent one, covering 1953-2014.
引用
收藏
页码：102 / 115
页数：14
相关论文
共 79 条
[61]   Recent developments in kainoid amino acid chemistry [J].
Parsons, AF .
TETRAHEDRON, 1996, 52 (12) :4149-4174
[62]  
Sagawa T., 1958, J PHARM SOC JPN, V78, P867
[63]   Total synthesis of (-)-(α)-kainic acid via a diastereoselective methylenecyclopropane ring expansion [J].
Scott, ME ;
Lautens, M .
ORGANIC LETTERS, 2005, 7 (14) :3045-3047
[64]   A highly diastereoselective MgI2-mediated ring expansion of methylenecyclopropanes [J].
Scott, ME ;
Han, W ;
Lautens, M .
ORGANIC LETTERS, 2004, 6 (19) :3309-3312
[65]  
Simon R. P., 1992, EXCITATORY AMINO ACI
[66]   KAINIC ACID SEIZURES IN THE RAT [J].
SPERK, G .
PROGRESS IN NEUROBIOLOGY, 1994, 42 (01) :1-32
[67]   Total Syntheses of (-)-α-Kainic Acid [J].
Stathakis, Christos I. ;
Yioti, Efthymia G. ;
Gallos, John K. .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 2012 (25) :4661-4673
[68]  
Takemoto T, 1958, CHEM PHARM BULL, V6, p578b
[69]  
TANAKA K, 1957, P JAPAN ACAD, V33, P47
[70]   Substrate Stereocontrol in the Intramolecular Organocatalyzed Tsuji-Trost Reaction: Enantioselective Synthesis of Allokainates [J].
Vulovic, Bojan ;
Gruden-Pavlovic, Maja ;
Matovic, Radomir ;
Saicic, Radomir N. .
ORGANIC LETTERS, 2014, 16 (01) :34-37
12345678