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

页码：4917 / 4920

页数：4

共 50 条

[1] SYNTHESIS OF ALPHA-ALLOKAINIC ACID
KRAUS, GA
NAGY, JO
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1983, 185 (MAR): : 127 - ORGN
[2] THE TOTAL SYNTHESIS OF ALPHA-ALLOKAINIC ACID
KRAUS, GA
NAGY, JO
TETRAHEDRON LETTERS, 1983, 24 (33) : 3427 - 3430
[3] A NEW APPROACH TO KAINOIDS THROUGH TANDEM MICHAEL REACTION METHODOLOGY - APPLICATION TO THE ENANTIOSELECTIVE SYNTHESIS OF (+)-ALPHA-ALLOKAINIC AND (-)-ALPHA-ALLOKAINIC ACID AND TO THE FORMAL SYNTHESIS OF (-)-ALPHA-KAINIC ACID
BARCO, A
BENETTI, S
SPALLUTO, G
CASOLARI, A
POLLINI, GP
ZANIRATO, V
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (23) : 6279 - 6286
[4] SHORT AND EFFICIENT STEREOSELECTIVE SYNTHESIS OF ALPHA-ALLOKAINIC ACID
OPPOLZER, W
ANDRES, H
TETRAHEDRON LETTERS, 1978, (36) : 3397 - 3400
[5] A TOTAL SYNTHESIS OF (-)ALPHA-KAINIC ACID AND (-)ALPHA-ALLOKAINIC ACID
JEONG, N
YOO, S
LEE, SH
KIM, K
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1991, 202 : 177 - ORGN
[6] NINHYDRIN REACTION OF ALPHA-KAINIC ACID AND ALPHA-ALLOKAINIC ACID
HIKINO, H
SUZUKI, S
KONNO, C
TAKEMOTO, T
YAKUGAKU ZASSHI, 1971, 91 (06): : 630 - &
[7] ENANTIOSELECTIVE SYNTHESIS OF (+)-ALPHA-ALLOKAINIC ACID BY ASYMMETRIC LEWIS ACID-MEDIATED INTRAMOLECULAR ENE REACTION
OPPOLZER, W
ROBBIANI, C
BATTIG, K
TETRAHEDRON, 1984, 40 (08) : 1391 - 1400
[8] SYNTHESIS OF ALPHA-KAINIC ACID AND ALPHA-ALLOKAINIC ACID BY PD(0) MEDIATED OLEFIN INSERTION-CARBONYLATION REACTION
YOO, SE
LEE, SH
YI, KY
JEONG, N
TETRAHEDRON LETTERS, 1990, 31 (47) : 6877 - 6880
[9] TOTAL SYNTHESIS OF (+/-)-ALPHA-ALLOKAINIC ACID VIA 2 ALLYLSILANE N-ACYLIMINIUM ION REACTIONS
MOOIWEER, HH
HIEMSTRA, H
SPECKAMP, WN
TETRAHEDRON, 1991, 47 (20-21) : 3451 - 3462
[10] A NEW ACCESS TO KAINOIDS VIA A TANDEM AZA-COPE/MANNICH REACTION - APPLICATION TO THE ENANTIOSELECTIVE SYNTHESIS OF (-)-ALPHA-ALLOKAINIC ACID
AGAMI, C
CASES, M
COUTY, F
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (25) : 7937 - 7940

← 1 2 3 4 5 →