Convergent, stereoselective syntheses of the glycosidase inhibitors broussonetines D and M

被引：26

作者：

Ribes, Celia ^{[2
]}

Falomir, Eva ^{[2
]}

Murga, Juan ^{[2
]}

Carda, Miguel ^{[2
]}

Marco, J. Alberto ^{[1
]}

机构：

[1] Univ Valencia, Dept Q Organ, E-46100 Valencia, Spain

[2] Univ Jaume 1, Dept Q Inorgan & Organ, E-12071 Castellon de La Plana, Spain

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2009年 / 7卷 / 07期

关键词：

CROSS-METATHESIS REACTIONS; ASYMMETRIC-SYNTHESIS; HYDROXYLATED PYRROLIDINES; BIOLOGICAL EVALUATION; ALKALOIDS; PIPERIDINE; PYRROLE; IMINOSUGARS; PYRIDINE; CONSTITUENTS;

D O I：

10.1039/b821431j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first syntheses of the polyhydroxylated alkaloids (iminosugars) broussonetines D and M, glycosidase inhibitors of the pyrrolidine class, have been performed in a convergent, stereocontrolled way from D-serine as the chiral starting material. A cross metathesis step was one key feature of the synthesis. The versatility of the synthetic concept chosen permits the access to many members of this compound family, both natural ones and analogues thereof.

引用

页码：1355 / 1360

页数：6

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