Matteson Homologation-Based Total Synthesis of Meliponamycin A

被引：3

作者：

Andler, Oliver ^{[1
]}

Kazmaier, Uli ^{[1
]}

机构：

[1] Saarland Univ, Organ Chem 1, D-66123 Saarbrucken, Germany

来源：

ORGANIC LETTERS | 2023年 / 26卷 / 01期

关键词：

ACYL SIDE-CHAIN; EFFICIENT ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; STREPTOMYCES; POLYOXYPEPTINS; AZINOTHRICIN; PRODUCTS; ESTERS; GE3;

D O I：

10.1021/acs.orglett.3c03766

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first total synthesis of meliponamycin A, an antimicrobial cyclodepsipeptide isolated from Streptomyces, is reported. Two key building blocks, the substituted tetrahydropyranyl side chain and an azido analogue of protected beta-hydroxyleucine, were constructed via iterative Matteson homologations. A fragment coupling of a tetrapeptide, a depsidipeptide building block, macrocyclization, Staudinger reduction, and N-acylation are further steps in the synthesis.

引用

页码：148 / 152

页数：5

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