Ring-rearrangement metathesis of substituted dihydropyrans and dihydrofurans

被引：12

作者：

Donnard, Morgan ^{[1
]}

Tschamber, Theophile ^{[1
]}

Le Nouen, Didier ^{[1
]}

Desrat, Sandy ^{[1
]}

Hinsinger, Karen ^{[1
]}

Eustache, Jacques ^{[1
]}

机构：

[1] Univ Haute Alsace, Ecole Natl Super Chim Mulhouse, CNRS, Lab Chim Organ & Bioorgan Associe, F-68093 Mulhouse, France

来源：

TETRAHEDRON | 2011年 / 67卷 / 02期

关键词：

Ring-rearrangement; Metathesis; Dihydropyrans; Dihydrofurans; CLOSING METATHESIS; OXIDATION; ALDEHYDES;

D O I：

10.1016/j.tet.2010.11.036

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The rearrangement of dihydropyrans and dihydrofurans featuring appending olefins has been studied. The rearranged products bear resemblance with polyunsaturated di- and trisaccharides. Examples of functionalization prior to, or following, rearrangement are provided suggesting that the method should be useful for the synthesis of nonclassical saccharides. This work also illustrates the power of cascade methatetic processes for increasing molecular complexity starting from relatively simple heterocycles. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：339 / 357

页数：19

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