Total Synthesis of Cyclomarin A, a Marine Cycloheptapeptide with Anti-Tuberculosis and Anti-Malaria Activity

被引：69

作者：

Barbie, Philipp ^{[1
]}

Kazmaier, Uli ^{[1
]}

机构：

[1] Univ Saarland, Organ Chem 1, Campus Bldg C4-2, D-66123 Saarbrucken, Germany

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 02期

关键词：

ENOLATE CLAISEN REARRANGEMENT; STEREOSELECTIVE-SYNTHESIS; AMINO-ACIDS; MYCOBACTERIUM-TUBERCULOSIS; CATALYZED HYDROGENATION; ALLYLIC ALKYLATIONS; ALDEHYDES; COMPONENT; REAGENTS; INHIBITION;

D O I：

10.1021/acs.orglett.5b03292

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient synthetic protocol for the stereoselective synthesis of cyclomarin A is reported. Key steps in the syntheses of the building blocks are an asymmetric chelate-enolate Claisen rearrangement, an asymmetric hydrogenation, and highly diastereoselective additions of organozinc and -titanium reagents.

引用

页码：204 / 207

页数：4

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