Novel syntheses of camptothecin alkaloids .2. Concise synthesis of (S)-camptothecins

被引：25

作者：

Fortunak, JMD ^{[1
]}

Kitteringham, J ^{[1
]}

Mastrocola, AR ^{[1
]}

Mellinger, M ^{[1
]}

Sisti, NJ ^{[1
]}

Wood, JL ^{[1
]}

Zhuang, ZP ^{[1
]}

机构：

[1] SMITHKLINE BEECHAM CORP,DEPT SYNTHET CHEM,KING OF PRUSSIA,PA 19406

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 32期

关键词：

D O I：

10.1016/0040-4039(96)01205-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A g-step, convergent total synthesis of(S)-camptothecin alkaloids is described. The intramolecular [4+2] cycloaddition of an N-arylimidate with an alkyne is used to prepare the alkaloid ABC ring system.(1) The chiral center is derived utilizing Seebach's chemistry(2) for the diastereoselective Michael addition of a chiral dioxolanone enolate to a methylene malonate acceptor. The total synthesis of non-racemic topotecan is accomplished from (S)-10-hydroxycamptothecin in an additional step. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：5683 / 5686

页数：4

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