2.50
Hdl Handle:
http://hdl.handle.net/10033/621129
Title:
Total Synthesis of Nannocystin Ax.
Authors:
Poock, Caroline; Kalesse, Markus ( 0000-0003-4858-3957 )
Abstract:
The total synthesis of nannocystin Ax in an overall yield of 11% with 14 steps as the longest linear sequence is reported. Nannocystin Ax is a cytotoxic 21-membered depsipeptide and was isolated from the myxobacterial genus Nannocystis sp. The synthesis uses a vinylogous Horner-Wadsworth-Emmons reaction (HWE) and a vinylogous Mukaiyama aldol reaction (VMAR) as the key steps for the construction of the polyketide fragment. The macrocycle was closed via a macrolactamization reaction using COMU.
Affiliation:
Hemholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.
Citation:
Total Synthesis of Nannocystin Ax. 2017, 19 (17):4536-4539 Org. Lett.
Journal:
Organic letters
Issue Date:
1-Sep-2017
URI:
http://hdl.handle.net/10033/621129
DOI:
10.1021/acs.orglett.7b02112
PubMed ID:
28809579
Type:
Article
Language:
en
ISSN:
1523-7052
Appears in Collections:
publications of the department medicinal chemistry (MCH)

Full metadata record

DC FieldValue Language
dc.contributor.authorPoock, Carolineen
dc.contributor.authorKalesse, Markusen
dc.date.accessioned2017-10-06T09:33:07Z-
dc.date.available2017-10-06T09:33:07Z-
dc.date.issued2017-09-01-
dc.identifier.citationTotal Synthesis of Nannocystin Ax. 2017, 19 (17):4536-4539 Org. Lett.en
dc.identifier.issn1523-7052-
dc.identifier.pmid28809579-
dc.identifier.doi10.1021/acs.orglett.7b02112-
dc.identifier.urihttp://hdl.handle.net/10033/621129-
dc.description.abstractThe total synthesis of nannocystin Ax in an overall yield of 11% with 14 steps as the longest linear sequence is reported. Nannocystin Ax is a cytotoxic 21-membered depsipeptide and was isolated from the myxobacterial genus Nannocystis sp. The synthesis uses a vinylogous Horner-Wadsworth-Emmons reaction (HWE) and a vinylogous Mukaiyama aldol reaction (VMAR) as the key steps for the construction of the polyketide fragment. The macrocycle was closed via a macrolactamization reaction using COMU.en
dc.language.isoenen
dc.rights.urihttp://creativecommons.org/licenses/by-nc-sa/4.0/*
dc.titleTotal Synthesis of Nannocystin Ax.en
dc.typeArticleen
dc.contributor.departmentHemholtz-Zentrum für Infektionsforschung GmbH, Inhoffenstr. 7, 38124 Braunschweig, Germany.en
dc.identifier.journalOrganic lettersen

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