1. 11-Step Total Synthesis of Pallambins C and D.
- Author
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Martinez, Luisruben P., Umemiya, Shigenobu, Wengryniuk, Sarah E., and Baran, Phil S.
- Subjects
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TERPENES synthesis , *TERPENES , *CHEMICAL synthesis , *CHEMICAL reactions , *REACTIVITY (Chemistry) , *CHEMICAL processes , *CLICK chemistry - Abstract
The structurally intriguing terpenes pallambins C and D have been assembled in only 11 steps from a cheap commodity chemical: furfuryl alcohol. This synthesis, which features a redox-economic approach free of protecting-group manipulations, assembles all four-ring systems via a sequential cyclization strategy. Of these fourring constructing operations, two are classical (Robinson annulation and Mukaiyama aldol) and two are newly devised. During the course of this work a method for the difunctionalization of enol ethers was developed, and the scope of this transformation was explored. [ABSTRACT FROM AUTHOR]
- Published
- 2016
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