Hattori, Hiromu; Hoff, Lukas V; Gademann, Karl (2019). Total Synthesis and Structural Revision of Mangrolide D. Organic Letters, 21(9):3456-3459.
The unique 18-membered macrocyclic natural product mangrolide D was prepared in totally synthetic form. Key steps feature an Au-catalyzed glycosylation, aza-Michael addition, and LaLi3tris(binaphthoxide) catalyzed epoxidation. Detailed analysis of the constitution and configuration of the carbohydrate segment and the total synthesis of the revised structure led to structural revision of the originally proposed structure.
The unique 18-membered macrocyclic natural product mangrolide D was prepared in totally synthetic form. Key steps feature an Au-catalyzed glycosylation, aza-Michael addition, and LaLi3tris(binaphthoxide) catalyzed epoxidation. Detailed analysis of the constitution and configuration of the carbohydrate segment and the total synthesis of the revised structure led to structural revision of the originally proposed structure.
| Item Type: | Journal Article, refereed, original work |
|---|---|
| Communities & Collections: | 07 Faculty of Science > Department of Chemistry |
| Dewey Decimal Classification: | 540 Chemistry |
| Scopus Subject Areas: | Life Sciences > Biochemistry
Physical Sciences > Physical and Theoretical Chemistry Physical Sciences > Organic Chemistry |
| Uncontrolled Keywords: | Physical and Theoretical Chemistry, Organic Chemistry, Biochemistry |
| Language: | English |
| Date: | 3 May 2019 |
| Deposited On: | 31 Oct 2019 14:17 |
| Last Modified: | 22 Sep 2023 01:48 |
| Publisher: | American Chemical Society (ACS) |
| ISSN: | 1523-7052 |
| OA Status: | Green |
| Publisher DOI: | https://doi.org/10.1021/acs.orglett.9b01256 |
| Project Information: |
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Hattori, Hiromu