Journal
ORGANIC LETTERS
Volume 13, Issue 17, Pages 4486-4489Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol201211f
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Funding
- University of Minnesota
- National Science Foundation
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A concise (12 step) total synthesis of sorbicillactone A and 9-epi-sorbicillactone A is reported. Unlike typical routes to the sorbicillinoids, this strategy does not start from sorbicillin and allows for the production of the bicyclic core on a multigram scale. The intramolecular conjugate addition of a tethered malonate serves as an effective means of introducing the lactone ring and provides a synthetic handle for installing the amide nitrogen.
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