TOTAL SYNTHESIS OF (10-XI,15R,16S,19S,20S,34R)-COROSSOLINE

被引:65
作者
YAO, ZJ [1 ]
WU, YL [1 ]
机构
[1] CHINESE ACAD SCI,SHANGHAI INST ORGAN CHEM,SHANGHAI 200032,PEOPLES R CHINA
关键词
D O I
10.1016/0040-4039(94)88189-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(10 xi,15R,16S,19S,20S,34R)-Corossoline, a structural representative of the cytotoxic monotetrahydrofuranyl annonaceous acetogenins, was synthesized from two chiral starting materials - (S)-glutamic acid and (R)-ethyl lactate, and 10-undecenoic acid.
引用
收藏
页码:157 / 160
页数:4
相关论文
共 21 条
[1]   APPROACH TO THE SYNTHESIS OF ANNONACEOUS ACETOGENINS FROM D-GLUCOSE [J].
BERTRAND, P ;
GESSON, JP .
TETRAHEDRON LETTERS, 1992, 33 (36) :5177-5180
[2]  
BERTRAND P, 1992, SYNLETT, P889
[3]   ANNONACEOUS ACETOGENINS - AN UPDATED REVIEW [J].
FANG, XP ;
RIESER, MJ ;
GU, ZM ;
ZHAO, GX ;
MCLAUGHLIN, JL .
PHYTOCHEMICAL ANALYSIS, 1993, 4 (01) :27-48
[4]   STEREOSPECIFIC SYNTHESIS OF (+)-MURICATACIN - A BIOLOGICALLY-ACTIVE ACETOGENIN DERIVATIVE [J].
FIGADERE, B ;
HARMANGE, JC ;
LAURENS, A ;
CAVE, A .
TETRAHEDRON LETTERS, 1991, 32 (51) :7539-7542
[5]   SYNTHESIS OF 2,33-DIHYDRO-4-OXO-MURISOLIN - CONJUGATE ADDITION OF PRIMARY ALKYL IODIDES TO ALPHA,BETA-UNSATURATED KETONES [J].
FIGADERE, B ;
HARMANGE, JC ;
HAI, LX ;
CAVE, A .
TETRAHEDRON LETTERS, 1992, 33 (36) :5189-5192
[6]   STEREOCONTROLLED SYNTHESIS OF 2,5-LINKED MONOTETRAHYDROFURAN UNITS OF ACETOGENINS [J].
HARMANGE, JC ;
FIGADERE, B ;
CAVE, A .
TETRAHEDRON LETTERS, 1992, 33 (39) :5749-5752
[7]   ENANTIOSPECIFIC PREPARATION OF THE LACTONE FRAGMENT OF MURISOLIN .8. [J].
HARMANGE, JC ;
FIGADERE, B ;
HOCQUEMILLER, R .
TETRAHEDRON-ASYMMETRY, 1991, 2 (05) :347-350
[8]   SYNTHESIS OF (+)-(15,16,19,20,23,24)-HEXEPI-UVARICIN - A BIS(TETRAHYDROFURANYL) ANNONACEOUS ACETOGENIN ANALOG [J].
HOYE, TR ;
HANSON, PR ;
KOVELESKY, AC ;
OCAIN, TD ;
ZHUANG, ZP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (24) :9369-9371
[9]  
JOLAD SD, 1982, J ORG CHEM, V47, P3151
[10]   SYNTHESIS OF (4R,5S)-(-)-L-FACTOR AND (4S,5S)-(+)-L-FACTOR AND MURICATACIN FROM D-GLUCOSE [J].
KANG, SK ;
CHO, HS ;
SIM, HS ;
KIM, BK .
JOURNAL OF CARBOHYDRATE CHEMISTRY, 1992, 11 (06) :807-812