Journal
ORGANIC LETTERS
Volume 12, Issue 5, Pages 1124-1127Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol100135a
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Funding
- MOST [2010CB833200]
- MOH [2009ZX09501]
- NSFC [20621062]
- CAS [KJCX2-YW-H08]
- SMCST [08JC1422800]
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A bidirectional total synthesis of chloptosin has been achieved in 16 operations (32 individual reactions) and 3% overall yield from the readily available materials. Palladium-catalyzed tryptophan synthesis, diastereoselective selenocyclization and oxidative deselenation successfully served as key steps in construction of the dimeric core amino acid. 2-Bromo-1-ethyl pyridinium tetrafluoroborate was efficiently employed in the peptide couplings with spatial encumbrance in this synthesis.
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