SYNTHESIS OF MITOSENES FROM N-ARYL-2-(DIPHENYLPHOSPHINYL)PYRROLIDINES

被引：0
|
作者：
VANDERSTEEG, M
ZORGDRAGER, J
SCHREURS, H
VANDERGEN, A
机构：
来源：
RECUEIL DES TRAVAUX CHIMIQUES DES PAYS-BAS-JOURNAL OF THE ROYAL NETHERLANDS CHEMICAL SOCIETY | 1992年 / 111卷 / 09期
关键词：
MITOMYCIN; REGIOSELECTIVE ADDITION TO QUINONES;
D O I：
暂无
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new route for the construction of the mitosene skeleton was developed using 2-(diphenylphosphinyl)pyrrolidine (2) and 2-methoxy-3-methyl-1,4-benzoquinone (3) as starting materials. Regioselective oxidative addition of 2 to 3 gave 5-substituted pyrrolidinylbenzoquinone 4. Protection of the quinone function by reduction, followed by in-situ reaction with benzyl bromide, gave the bis-benzylated product 5. Using a recently developed route to pyrrolo[1,2-a]indoles, 5 was converted into the protected mitosenes 8. Debenzylation and subsequent oxidation of 8 produced the mitosenes 1 in good yields.
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页码：402 / 406
页数：5
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