HBF4•OEt2 as a versatile reagent for the Hosomi-Sakurai allylation and Prins cyclization: one-pot synthesis of symmetrical 4-fluorotetrahydropyrans

被引：22

作者：

Yadav, J. S. ^{[1
]}

Reddy, B. V. Subba ^{[1
]}

Anusha, B. ^{[1
]}

Reddy, U. V. Subba ^{[1
]}

Reddy, V. V. Bhadra ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 2010年 / 51卷 / 21期

关键词：

Prins cyclization; Allyltrimethylsilane; HBF4 center dot OEt2; 4-Fluorotetrahydropyrans; Diastereoselective; ACID PROMOTED CONDENSATION; 2,3,4,6-TETRASUBSTITUTED TETRAHYDROPYRANS; DIASTEREOSELECTIVE SYNTHESIS; CARBONYL-COMPOUNDS; FLUORINE; SEQUENCE; SEGMENT;

D O I：

10.1016/j.tetlet.2010.03.082

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of symmetrical 2,6-disubstituted 4-fluorotetrahydropyran derivatives has been achieved using HBF4 center dot OEt2 via a tandem allylation and Prins cyclization. This is a highly efficient and diastereoselective approach for the preparation of 4-fluorotetrahydropyrans in a single step. The use of readily available and easy to handle reagent HBF4 center dot OEt2 makes this method simple, convenient and practical. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：2872 / 2874

页数：3

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