Journal
CHEMICAL COMMUNICATIONS
Volume 50, Issue 66, Pages 9284-9287Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4cc02575j
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Funding
- Joint Fund of NSFC-Guangdong Province [U0932004]
- National Natural Science Foundation [21172220, 20972160]
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A consecutive synthetic strategy was developed toward the total synthesis of securinega alkaloids. (-)-Norsecurinine was concisely assembled by addition of a methoxyallene to a ketone for efficient side-chain installation. Ring-closing metathesis was also utilized as a key step. The first total synthesis of (-)-niruroidine was achieved from (-)-norsecurinine in three steps, while the route to (-)-flueggine A featured a 1,3-dipolar cycloaddition to forge the core structure.
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