SEQUENTIAL ALKOXY RADICAL FRAGMENTATION - A ONE-STEP METHOD FOR BREAKING 2 1,3-POSITIONED C-C BONDS

被引:14
|
作者
BOTO, A
BETANCOR, C
HERNANDEZ, R
RODRIGUEZ, MS
SUAREZ, E
机构
[1] CSIC,INST PROD NAT & AGROBIOL,CARRETERA LA ESPERANZA 2,TENERIFE,SPAIN
[2] UNIV LA LAGUNA,DEPT QUIM ORGAN,LA LAGUNA,SPAIN
关键词
D O I
10.1016/S0040-4039(00)74111-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cyclic hydroxy-ketones (1) and (2) in the presence of (diacetoxyiodo)benzene or mercuric oxide and iodine under oxygen atmosphere and irradiation with visible light undergo a new sequential alkoxy radical fragmentation-radical peroxidation-peroxyradical cyclization-alkoxy radical fragmentation reaction. This methodology allows the cleavage of two 1,3-positioned C-C bonds in a single step and constitutes a new synthesis of beta-peroxylactones.
引用
收藏
页码:4865 / 4868
页数:4
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