SEQUENTIAL ALKOXY RADICAL FRAGMENTATION-CYCLOPROPYLCARBINYL REARRANGEMENT - SYNTHESIS OF HIGHLY FUNCTIONALIZED 11-MEMBERED RINGS

被引：23

作者：

BOTO, A

BETANCOR, C

SUAREZ, E

机构：

[1] CSIC,INST PROD NAT & AGROBIOL,E-38206 LA LAGUNA,SPAIN

[2] UNIV LA LAGUNA,DEPT QUIM ORGAN,TENERIFE,SPAIN

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 30期

关键词：

D O I：

10.1016/S0040-4039(00)73537-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The steroidal 5 alpha-alcohol (3) with (diacetoxyiodo)-benzene and iodine under irradiation with visible light undergoes a tandem alkoxy radical beta-fragmentation-cyclopropylcarbinyl rearrangement reaction to give the eleven-membered cyclic ketone (4). Under oxygen pressure peroxidation of the C-radical intermediate rakes place to afford the highly functionalized eleven-membered cyclic ketone (6) in moderate yield.

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页码：5509 / 5512

页数：4

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