Regioselective Synthesis of Substituted Tetrahydrofurans through Prins Cyclization

被引：16

作者：

Zhao, Li-Ming ^{[1
]}

Dou, Fei

Sun, Rui

Zhang, Ai-Li

机构：

[1] Jiangsu Normal Univ, Sch Chem & Chem Engn, Xuzhou 221116, Jiangsu, Peoples R China

来源：

SYNLETT | 2014年 / 25卷 / 10期

关键词：

alcohols; aldehydes; furans; cyclization; regioselectivity; SATURATED OXYGEN HETEROCYCLES; RING-CLOSING METATHESIS; NATURAL-PRODUCTS; STEREOSELECTIVE-SYNTHESIS; HOMOALLYLIC ALCOHOLS; RECENT PROGRESS; PRENYL BROMIDE; TETRAHYDROPYRANS; DERIVATIVES; ACETOGENINS;

D O I：

10.1055/s-0033-1341273

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of functionalized tetrahydrofurans was accomplished through the TfOH-catalyzed Prins cyclization. The reaction proceeded regioselectively at the internal alkene carbon in the presence of catalytic amounts of TfOH to afford the five-membered ring, rather than the typical six-membered ring. Another attractive feature of this protocol is the metal catalyst-free characteristic of the cyclization process.

引用

页码：1431 / 1434

页数：4

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