Expedient Construction of the [5-6-7] Tricyclic Core of Calyciphylline A-Type Alkaloids.
- Resource Type
- Article
- Authors
- Guo, Jing ‐ Jing; Li, Yun; Cheng, Bin; Xu, Tingting; Tao, Cheng; Yang, Xinkan; Zhang, Denghong; Yan, Guangqi; Zhai, Hongbin
- Source
- Chemistry - An Asian Journal. Apr2015, Vol. 10 Issue 4, p865-868. 4p.
- Subject
- *MOLECULAR structure of alkaloids
*ALKALOID synthesis
*DIELS-Alder reaction
*NERVE growth factor
*RING formation (Chemistry)
- Language
- ISSN
- 1861-4728
An efficient synthetic route toward the highly congested [5-6-7] tricyclic core of calyciphylline A-type alkaloids has been developed. This approach features a highly efficient intramolecular Diels-Alder cycloaddition to establish the aza-five-membered C ring as well as the C1 all-carbon quaternary center, and a subsequent cyclopropanation together with a ring-expansion reaction of the resulted adduct to construct the seven-membered D ring. [ABSTRACT FROM AUTHOR]