An exploration of the scope for radical-mediated transannular Diels-Alder reactions in polycycle synthesis

被引：14

作者：

Jones, P ^{[1
]}

Li, WS ^{[1
]}

Pattenden, G ^{[1
]}

Thomson, NM ^{[1
]}

机构：

[1] Univ Nottingham, Dept Chem, Nottingham NG7 2RD, England

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 52期

关键词：

D O I：

10.1016/S0040-4039(97)10437-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of the iododienynone 4 with Bu3SnH-AIBN results in the formation of the tricyclic enone 6 by way of radical-mediated macrocyclisation, to 5, followed by transannular Diels-Alder reaction. By contrast, similar treatment of 8 produced the tetracycle 12 (70%) rather than the Diels-Alder product 9, and the analogous system 13 gave rise to the novel tetracyclic diene-dione 18 presumably by way of the intermediates 14, 16 and 17. (C) 1997 Elsevier Science Ltd.

引用

页码：9069 / 9072

页数：4

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