Mild reductive opening of aryl pyranosides promoted by scandium(III) triflate

被引：34

作者：

Qin, Hua-Li

Lowe, Jason T.

Panek, James S.

机构：

[1] Boston Univ, Metcalf Ctr Sci & Engn, Dept Chem, Boston, MA 02215 USA

[2] Boston Univ, Metcalf Ctr Sci & Engn, Ctr Chem Methodol & Lib Dev, Boston, MA 02215 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2007年 / 129卷 / 01期

关键词：

D O I：

10.1021/ja067234o

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient method for the nucleophilic ring opening of stereochemically well-defined aryl pyranosides is described. The reaction effects a formal deoxygenation of the benzylic position to provide useful, enantioenriched building blocks. To illustrate the utility of the Sc(OTf)3-promoted ring opening, a short synthesis of the C11-C21 fragment of reblastatin and geldanamycin is described. Copyright © 2006 American Chemical Society.

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页码：38 / 39

页数：2

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