Journal article
Diastereoselective Synthesis of the Aminocyclitol Core of Jogyamycin via an Allene Aziridination Strategy
Organic letters, Vol.18(2), pp.284-287
01/15/2016
DOI: 10.1021/acs.orglett.5b03453
PMCID: PMC4845904
PMID: 26741730
Abstract
Oxidative allene amination provides rapid access to densely functionalized amine-containing stereotriads through highly reactive bicyclic methyleneaziridine intermediates. This strategy has been demonstrated as a viable approach for the construction of the densely functionalized aminocyclitol core of jogyamycin, a natural product with potent antiprotozoal activity. Importantly, the flexibility of oxidative allene amination will enable the syntheses of modified aminocyclitol analogues of the jogyamycin core.
Details
- Title: Subtitle
- Diastereoselective Synthesis of the Aminocyclitol Core of Jogyamycin via an Allene Aziridination Strategy
- Creators
- Nels C. Gerstner - University of Wisconsin–MadisonChristopher S. Adams - University of Wisconsin–MadisonR. David Grigg - Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USAMaik Tretbar - University of Wisconsin–MadisonJared W. Rigoli - University of Wisconsin–MadisonJennifer M. Schomaker - University of Wisconsin–Madison
- Resource Type
- Journal article
- Publication Details
- Organic letters, Vol.18(2), pp.284-287
- DOI
- 10.1021/acs.orglett.5b03453
- PMID
- 26741730
- PMCID
- PMC4845904
- NLM abbreviation
- Org Lett
- ISSN
- 1523-7060
- eISSN
- 1523-7052
- Publisher
- Amer Chemical Soc
- Number of pages
- 4
- Grant note
- CHE-9208463; CHE-9629688 / NSF; National Science Foundation (NSF) R01GM111412 / NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES; United States Department of Health & Human Services; National Institutes of Health (NIH) - USA; NIH National Institute of General Medical Sciences (NIGMS) 1R01GM111412-01; RR08389-01 / NIH; United States Department of Health & Human Services; National Institutes of Health (NIH) - USA S10RR008389 / NATIONAL CENTER FOR RESEARCH RESOURCES; United States Department of Health & Human Services; National Institutes of Health (NIH) - USA; NIH National Center for Research Resources (NCRR)
- Language
- English
- Date published
- 01/15/2016
- Academic Unit
- Chemistry
- Record Identifier
- 9984934671602771
Metrics
9 Record Views