Palladium-catalyzed cyclization/allylation of in situ-generated α-hydroxy-[3]-cumulene samarium alkoxides:: synthesis of allylated furans

被引:17
作者
Aurrecoechea, JM [1 ]
Perez, E [1 ]
机构
[1] Univ Basque Country, Fac Ciencias, Dept Quim Organ 2, E-48080 Bilbao, Spain
关键词
furans; intramolecular oxypalladation; allylation; 3]-cumulenes;
D O I
10.1016/S0040-4039(03)00636-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Samarium alkoxides of alpha-hydroxy-[3]-cumulenes, generated in situ by SmI2-promoted reduction of appropriate epoxypropargyl esters, are found to participate in novel Pd-catalyzed cyclization/allylation sequences in the presence of allylic bromides. This results in the efficient regioselective formation of polysubstituted furans incorporating the allyl unit. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3263 / 3266
页数:4
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