Metathesis access to monocyclic iminocyclitol-based therapeutic agents

被引：44

作者：

Dragutan, Ileana ^{[1
]}

Dragutan, Valerian ^{[1
]}

Mitan, Carmen ^{[1
]}

Vosloo, Hermanus C. M. ^{[2
]}

Delaude, Lionel ^{[3
]}

Demonceau, Albert ^{[3
]}

机构：

[1] Romanian Acad, Inst Organ Chem, Bucharest 060023, Romania

[2] North West Univ, Sch Phys & Chem Sci, ZA-2520 Potchefstroom, South Africa

[3] Univ Liege, Inst Chem B6a, B-4000 Liege, Belgium

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 7卷

关键词：

azasugars; iminocyclitols; natural products; olefin metathesis; Ru-alkylidene catalysts; RING-CLOSING METATHESIS; ENANTIOSELECTIVE TOTAL-SYNTHESIS; PALLADIUM-CATALYZED DYKAT; 1ST TOTAL-SYNTHESIS; HEPATITIS-B-VIRUS; ASYMMETRIC-SYNTHESIS; GLYCOSIDASE INHIBITORS; IMINOSUGAR DERIVATIVES; STEREOSELECTIVE-SYNTHESIS; GLUCOSIDASE INHIBITOR;

D O I：

10.3762/bjoc.7.81

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

By focusing on recent developments on natural and non-natural azasugars (iminocyclitols), this review bolsters the case for the role of olefin metathesis reactions (RCM, CM) as key transformations in the multistep syntheses of pyrrolidine-, piperidine-and azepane-based iminocyclitols, as important therapeutic agents against a range of common diseases and as tools for studying metabolic disorders. Considerable improvements brought about by introduction of one or more metathesis steps are outlined, with emphasis on the exquisite steric control and atom-economical outcome of the overall process. The comparative performance of several established metathesis catalysts is also highlighted.

引用

页码：699 / 716

页数：18

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