Gold(III) chloride catalyzed cyclization of α-hydroxyallenes to 2,5-dihydrofurans

被引：287

作者：

Hoffmann-Röder, A ^{[1
]}

Krause, N ^{[1
]}

机构：

[1] Univ Dortmund, D-44221 Dortmund, Germany

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 16期

关键词：

D O I：

10.1021/ol016205+

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Functionalized alpha -hydroxyallenes 1 were smoothly converted into the corresponding 2,5-dihydrofurans 2 by using 5-10 mol % of gold(III) chloride as catalyst. This mild and efficient cyclization method can be applied to alkyl- and alkenyl-substituted allenes at room temperature, furnishing tri- and tetrasubstituted dihydrofurans in good to excellent chemical yields and with complete axis to center chirality transfer.

引用

页码：2537 / 2538

页数：2

共 21 条

[1] DIASTEREOSELECTIVE SYN OR ANTI OPENING OF PROPARGYLIC EPOXIDES - SYNTHESIS OF ALPHA-ALLENIC ALCOHOLS [J].