Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 1, Pages 122-127Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo4023588
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Funding
- National Basic Research Program (973 program) of China [2010CB833203]
- National Natural Science Foundation of China [21272098, 21190034, 21061160494, J1103307]
- Program for Changjiang Scholars and Innovative Research Team in University [PCSIRT: IRT1138]
- Fundamental Research Funds for the Central University [FRFCU: lzujbky-2013-ct02]
- 111 Project
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An efficient formal synthesis of (+/-)-cycloclavine is achieved in seven steps and 27% overall yield from the known 2-(4-bromo-1-tosyl-1H-indol-3-yl)acetaldehyde. Key features include an iron(III)-catalyzed aza-Cope-Mannich cyclization and an intramolecular Heck reaction or a self-terminating 6-exo-trig aryl radical-alkene cyclization.
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