期刊
ORGANIC LETTERS
卷 11, 期 20, 页码 4640-4643出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol901896c
关键词
-
资金
- NSERC
- FQRNT
- Syngenta (Basel, Switzerland)
An efficient, high-yielding strategy has been developed for the asymmetric total synthesis of seven norditerpenoid dilactones known for their diverse biological properties. The three key steps employed to obtain a tricyclic lactone intermediate Involved a Morita-Baylis-Hillman reaction, the stereocontrolled construction of a gamma-lactone through bromolactonization, and an efficient catalytic Reformatsky-type reaction. Access to CJ-14,445, LL-Z1271 gamma, oidiolactones A, B, C, and D, and nagilactone F was possible from a common intermediate. Structures and stereochemistry were determined by X-ray analysis.
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