Details
| Original language | English |
|---|---|
| Pages (from-to) | 1359-1363 |
| Number of pages | 5 |
| Journal | Organic Letters |
| Volume | 21 |
| Issue number | 5 |
| Early online date | 8 Feb 2019 |
| Publication status | Published - 1 Mar 2019 |
Abstract
Total synthesis of cystobactamid 920-1 and its epimer has allowed an unambiguous assignment of the relative and absolute configuration of the natural product. A careful structural analysis of each isomer using both NMR and computational techniques also prompted a constitutional revision of the structures originally reported for cystobactamids 920-1 and 920-2, and has provided further insight into the unique conformational preferences of the cystobactamid family.
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
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In: Organic Letters, Vol. 21, No. 5, 01.03.2019, p. 1359-1363.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Cystobactamids 920‑1 and 920-2: Assignment of the Constitution and Relative Configuration by Total Synthesis
AU - Planke, Therese
AU - Moreno, María
AU - Hüttel, Stephan
AU - Fohrer, Jörg
AU - Gille, Franziska
AU - Norris, Matthew D.
AU - Siebke, Maik
AU - Wang, Liangliang
AU - Müller, Rolf
AU - Kirschning, Andreas
N1 - Funding information: This work was supported by the German Center for Infection Research (DZIF) and the Alexander von Humboldt Foundation (scholarship for M.D.N.). We thank A. Kanakis (Leibniz Universität Hannover) for helpful support in computational calculations.
PY - 2019/3/1
Y1 - 2019/3/1
N2 - Total synthesis of cystobactamid 920-1 and its epimer has allowed an unambiguous assignment of the relative and absolute configuration of the natural product. A careful structural analysis of each isomer using both NMR and computational techniques also prompted a constitutional revision of the structures originally reported for cystobactamids 920-1 and 920-2, and has provided further insight into the unique conformational preferences of the cystobactamid family.
AB - Total synthesis of cystobactamid 920-1 and its epimer has allowed an unambiguous assignment of the relative and absolute configuration of the natural product. A careful structural analysis of each isomer using both NMR and computational techniques also prompted a constitutional revision of the structures originally reported for cystobactamids 920-1 and 920-2, and has provided further insight into the unique conformational preferences of the cystobactamid family.
UR - http://www.scopus.com/inward/record.url?scp=85062340204&partnerID=8YFLogxK
U2 - 10.1021/acs.orglett.9b00058
DO - 10.1021/acs.orglett.9b00058
M3 - Article
C2 - 30735398
AN - SCOPUS:85062340204
VL - 21
SP - 1359
EP - 1363
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 5
ER -