The furan approach to oxacycles.: Part 3:: Stereoselective synthesis of 2,3-disubstituted tetrahydropyrans

被引:33
作者
Alonso, D
Pérez, M
Gómez, G
Covelo, B
Fall, Y [1 ]
机构
[1] Univ Vigo, Fac Quim, Dept Quim Organ, Vigo 36200, Spain
[2] Univ Vigo, Fac Quim, Dept Quim Inorgan, Vigo 36200, Spain
关键词
furan; singlet oxygen; tetrahydropyran; oxacycles; marin toxins;
D O I
10.1016/j.tet.2005.01.001
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Commercially available furan 1 was converted to 2,3-trans and 2,3-cis-di substituted tetrahydropyrans 2 and 3 using a highly efficient route to oxacycles, based on the oxidation of the furan ring with singlet oxygen. Tetrahydropyrans 2 and 3 could be easily separated by column chromatography. (C) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2021 / 2026
页数:6
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