Stereocontrolled synthesis of 2-alkenyl-4-methylene tetrahydropyrans

被引：26
作者：
Hansen, EC [1 ]
Lee, D [1 ]
机构：
[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
来源：
TETRAHEDRON LETTERS | 2004年 / 45卷 / 38期
关键词：
2-alkenyl-4-methylene tetrahydropyrans; ruthenium-catalyzed coupling; palladium-catalyzed C-O bond formation;
D O I：
10.1016/j.tetlet.2004.07.063
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A variety of 2-alkenyl-4-methylene tetrahydropyrans were synthesized via consecutive transition metal-catalyzed bond forming processes. In this approach, ruthenium-catalyzed coupling of homoallylic carbonates and homopropargylic alcohols generates substrates containing the requisite functionality for a palladium-mediated cyclization, thereby providing concise access to the target structures. The installation of a trisubstituted alkene at the C-2 position was achieved using an olefin cross metathesis process. (C) 2004 Elsevier Ltd. All rights reserved.
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收藏
页码：7151 / 7155
页数：5
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