SIMPLIFIED, HIGH-YIELD REGIOSELECTIVE SYNTHESIS OF 10-AMINOCOLCHICIDES AND 2-AMINOTROPONES

被引：4

作者：

CAVAZZA, M ^{[1
]}

PIETRA, F ^{[1
]}

机构：

[1] UNIV TRENT,IST CHIM,I-38050 TRENT,ITALY

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 19期

关键词：

D O I：

10.1016/0040-4039(95)00499-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of colchiceine with BF3 . OEt(2), followed by evaporation, addition of DMSO and a secondary amine like piperidine, or sterically hindered like 2-methylpiperidine, was found to result in rapid, quantitative replacement of the hydroxyl group at C-10 or C-9 by the amine to give the 10-aminocolchicide/9-aminoisocolchicide 7/8 or 9/10 with high regiospecificity for 10-aminocolchicide; the products could be easily separated and the methodology extended to tropolone and/or a primacy amine.

引用

页码：3429 / 3430

页数：2

共 6 条

[1] NORMAL VS ABNORMAL NUCLEOPHILIC SUBSTITUTIONS ON CYCLOHEPTATRIENONES CARRYING A MOBILE ALPHA SUBSTITUENT - RATIONALIZATION [J].