期刊
ORGANIC LETTERS
卷 20, 期 6, 页码 1509-1512出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b00210
关键词
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资金
- NSFC [21732001, 21672017, 21472072, 21290183]
- Shenzhen Science and Technology Innovation Committee [JCYJ20150529153646078, JSGG20160229150510483]
- China Postdoctoral Science Foundation [2016M591003]
- Program for Changjiang Scholars and Innovative Research Team in University [PCSIRT: IRT_15R28]
- 111 Program of MOE
A collective asymmetric total synthesis of lundurines A-C using L-pyroglutamic acid derived from the chiral pool is described. The key steps include a tandem reductive amination/lactamization sequence to introduce the pyrrolidinone ring, a palladium-catalyzed intramolecular direct C-H vinylation of indole to construct the crucial polyhydroazocine ring, and a Lewis acid promoted formal [3 + 2] cycloaddition/N-2 extrusion process to install the polysubstituted cyclopropyl ring.
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