Journal
ORGANIC LETTERS
Volume 13, Issue 10, Pages 2634-2637Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol200743u
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- NIH/NIGMS [GM067082]
- Goldblatt family
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A convergent route featuring [3,3]-sigmatropic rearrangements of a linchpin azepinopyrrolidine served to install two of the four contiguous stereocenters present in the tricyclic Stemona alkaloids sessilifollamide and stemoamide. In addition to the first total synthesis of (-)-sessilifoliamide C, a potential biosynthetic relationship between the sessilifoliamides and previously reported Stemona alkaloids is presented.
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