Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 74, Issue 1, Pages 298-304Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo802216z
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Funding
- NSFC [20632030, 20772083, 20825207]
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Total synthesis of potent anti-MDR indole alkaloids (-)-ardeemin and its N-acyl analogues has been accomplished from L-tryptophan with about 2% overall yield in 20 steps. The key step depended on the newly developed three-step one-pot cascade reaction of 7 with diazoester 8 via intermolecular cyclopropanation, ring opening, and ring closure to assemble the chiral 3-substituted hexahydropyrrolo[2,3-b]indole 4a.
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