期刊
ORGANIC LETTERS
卷 3, 期 22, 页码 3511-3514出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol0165903
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资金
- NIGMS NIH HHS [GM28553] Funding Source: Medline
[GRAPHICS] The total synthesis of the cytotoxin lepadiformine is described. The intermolecular cycloaddition of a 2-amidoacrolein with the dimethyl acetal of 4,6-heptadienal gave a cycloadduct that was strategically functionalized for elaboration of the tricyclic ring system. These steps include a diastereoselective addition of an organoytterbium reagent to an aidehyde, cyclization to the trans-perhydroquinoline substructure via a Mitsunobu reaction, and an iodine-promoted amine cyclization with an alkene to introduce the pyrrolidine ring.
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