Journal
ORGANIC LETTERS
Volume 13, Issue 19, Pages 5164-5167Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol2020362
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Funding
- National Institutes of Health [R01-GM065483, F32-GM086035]
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A concise, stereocontrolled synthesis of the citrinadin B core architecture from scalemic, readily available starting materials is disclosed. Highlights include ready access to both cyclic tryptophan tautomer and trans-2,6-disubstituted piperidine fragments, an efficient, stereoretentive mixed Claisen acylation for the coupling of these halves, and further diastereoselective carbonyl addition and oxidative rearrangement for assembly of the core.
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