Journal
ORGANIC LETTERS
Volume 15, Issue 20, Pages 5274-5277Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol4024997
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Funding
- National Institutes of Health [GM033049]
- NSF
- NIH [F32 GM093467]
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A convergent synthetic route toward cytotoxic agent peloruside A that hinges on the use of an alkyne linchpin to assemble the natural product is described. Other highlights of this synthesis include an asymmetric desymmetrization reaction of a 1,3-diol, a one-pot conversion of a dibromoolefin to a stereodefined enone, and a diastereoselective aldol condensation. Misassignment of the absolute stereochemistry of the C18 stereocenter in our synthesis provided the natural product epimeric at the C18 ethyl stereocenter.
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