期刊
ORGANIC LETTERS
卷 21, 期 8, 页码 2957-2961出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01126
关键词
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资金
- National Institutes of Health [GM111328]
- Robert A. Welch Foundation [1-1422]
- Julie and Louis Beecherl, Jr., Chair in Medical Science
The isolation, characterization, and total synthesis of the macrocyclic polyene mangrolide D is reported. A 16-step total synthesis relies on robust Suzuki and ring-closing metathesis reactions, and an iron-catalyzed hydroazidation of an exomethylene substituted tetrahydropyran as a key step for the synthesis of the appended 4-epi-vancosamine sugar. Although mangrolide D did not display antibiotic activity, this work should prove enabling toward the synthesis of the antitubercular tiacumicins which display a virtually identical macrocyclic backbone.
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