SYNTHESIS OF VINCA ALKALOIDS AND RELATED-COMPOUNDS .76. SYNTHESIS AND RING TRANSFORMATIONS OF COMPOUNDS WITH THE ASPIDOSPERMANE AND D-NORASPIDOSPERMANE SKELETON - A FORMAL SYNTHESIS OF (+/-)-12-DEMETHOXY-N(1)-ACETYL-CYLINDROCARINE

被引：17

作者：

KALAUS, G

VAGO, I

GREINER, I

PEREDY, MK

BRLIK, J

SZABO, L

SZANTAY, C

机构：

[1] TECH UNIV BUDAPEST,DEPT ORGAN CHEM,H-1521 BUDAPEST,HUNGARY

[2] GEDEON RICHTER CHEM WORKS LTD,CHEM WORKS,H-1103 BUDAPEST,HUNGARY

[3] HUNGARIAN ACAD SCI,CENT RES INST CHEM,H-1525 BUDAPEST,HUNGARY

来源：

NATURAL PRODUCT LETTERS | 1995年 / 7卷 / 03期

关键词：

CYLINDROCARINE; VINCADIFFORMINE; D(14)-NORVINCADIFFORMINE; D-SECOASPIDOSPERMANE; D(18)-NORAPOVINCAMINE;

D O I：

10.1080/10575639508043211

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Reaction of compound (4) with (5) give a mixture of the isomers (7) and (8) through the intermediate (1). Further conversions led through the oxo- (9), (10) and thioxo (11), (12) derivatives to (+/-)-19-ethoxycarbonyl-19-demethylvincadifformine (3), and (+/-)-18-methoxycarbonyl-D(14)-norvincadifformine (13). The preparation of the former compound constitutes the formal synthesis of (+/-)-12-demethoxy-N(1)-acetylcylindrocarine (2). Oxidative ring transformation of the latter gave (+/-)-21-methoxycarbonyl-D(18)-norapovincamine (14).

引用

页码：197 / 204

页数：8

共 10 条

[1] REACTIONS OF 19-ETHOXYCARBONYL-19-DEMETHYLVINCADIFFORMINE - SYNTHESIS OF 19-ETHOXYCARBONYL-19-DEMETHYLAPOVINCAMINE [J].