期刊
ORGANIC LETTERS
卷 20, 期 16, 页码 5044-5047出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b02198
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资金
- JSPS KAKENHI [16K17903]
The enantioselective total synthesis of an unusual pentacyclic proaporphine alkaloid, (-)-misramine, was achieved. The synthetic strategy relied on an enantioselective intramolecular Friedel Crafts-type 1,4-addition using an asymmetric organocatalyst to construct a spiroindane skeleton containing an all-carbon quaternary stereocenter and a double reductive amination of the keto-aldehyde to form a piperidine ring toward the end of the synthesis. This work is the first example of asymmetric synthesis of a proaporphine alkaloid.
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