A short synthesis of (±)-eburnamonine

被引:23
作者
Ghosh, AK [1 ]
Kawahama, R [1 ]
机构
[1] Univ Illinois, Dept Chem, Chicago, IL 60607 USA
关键词
D O I
10.1021/jo000507s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:5433 / 5435
页数:3
相关论文
共 7 条
[1]  
COSTEROUSSE G, 1978, B SOC CHIM FR II-CH, P355
[2]   TiCl4 promoted three component coupling reaction:: an efficient method for the substituted tetrahydropyrilidene acetates [J].
Ghosh, AK ;
Kawahama, R .
TETRAHEDRON LETTERS, 1999, 40 (26) :4751-4754
[3]   Intramolecular imino Diels-Alder reaction of a 3-vinyl indole:: Application to a total synthesis of (±)-eburnamonine [J].
Grieco, PA ;
Kaufman, MD .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (20) :7586-7593
[4]   ALKALOID SYNTHESIS VIA INTRAMOLECULAR IMINO DIELS-ALDER CHEMISTRY - TOTAL SYNTHESIS OF (+/-)-EBURNAMONINE [J].
KAUFMAN, MD ;
GRIECO, PA .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (24) :7197-7198
[5]   INDOLE ALKALOIDS - A COMBINED CHEMICAL AND ENZYMATIC ROUTE FOR EBURNANE RING CONSTRUCTION - FORMAL SYNTHESIS OF (-)-EBURNAMONINE [J].
PALMISANO, G ;
DANNIBALLE, P ;
SANTAGOSTINO, M .
TETRAHEDRON, 1994, 50 (31) :9487-9494
[6]   Desymmetrization of benzoic acid in the context of the asymmetric birch reduction-alkylation protocol. Asymmetric total syntheses of (-)-eburnamonine and (-)-aspidospermidine [J].
Schultz, AG ;
Pettus, L .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (20) :6855-6861
[7]   Total synthesis of (-)-eburnamonine and (+)-epi-eburnamonine from a chiral non-racemic 4,4-disubstituted γ-lactone [J].
Wee, AGH ;
Yu, Q .
TETRAHEDRON LETTERS, 2000, 41 (05) :587-590