Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 1, Pages 731-736Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b02266
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Funding
- NIH [NIGMS R01-GM079554]
- Welch Foundation [I-1868]
- UT Southwestern
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Stereoselective construction of the 1,3-diazaspiro[4.4]nonane core skeleton of massadine and related dimdric pyrrole imidazole alkaloids is a synthetic challenge. We describe herein the synthesis of all C13/14 diastereomers of this spiro molecule through controlled oxidation and epimerization of the C13 spirocenter under mild acidic conditions.
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