Thermal and electron transfer induced reactions of enediynes and enyne-allenes. 6. Steric effects in enyne-allene thermolyses: Switch from the Myers-Saito reaction to the C-2-C-6-cyclization and DNA strand cleavage.

被引：87

作者：

Schmittel, M

Kiau, S

Siebert, T

Strittmatter, M

机构：

[1] Institut für Organische Chemie, Universität Würzburg, D-97074 Würzburg, Am Hubland

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 43期

关键词：

D O I：

10.1016/0040-4039(96)01758-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The thermal reaction of enyne-allenes 1 with large substituents (tert.-butyl, trimethylsilyl) at the acetylene terminus leads to C-2-C-6 cyclization products presumably via an intermediate benzofulvene biradical, whereas with a hydrogen substituent the expected Myers-Saito cycloaromatization product is formed. Effective DNA strand scission can be observed when no intramolecular pathway is available. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：7691 / 7694

页数：4

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