Highly stereocontrolled synthesis of fluorinated 2,6-trans dihydropyrans via Prins cyclization

被引：25

作者：

Luo, Hai-Qing ^{[1
]}

Hu, Xu-Hong ^{[1
]}

Loh, Teck-Peng ^{[1
]}

机构：

[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

来源：

TETRAHEDRON LETTERS | 2010年 / 51卷 / 07期

关键词：

Fluorine chemistry; trans-Dihydropyrans; Prins cyclization; Allenic alcohols; BF3 center dot Et2O; HOMOALLYLIC ALCOHOLS; TETRAHYDROPYRANS;

D O I：

10.1016/j.tetlet.2009.12.068

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient method for the synthesis of fluorinated 2,6-trans dihydropyrans via BF3 center dot Et2O-promoted Prins cyclization of allenic alcohols and aldehydes is developed. Various 2,6-trans fluorodihydropyrans are obtained in moderate to good yields with excellent diastereoselectivities. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：1041 / 1043

页数：3

共 27 条

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