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Published on: December 4, 2016
Asymmetric total synthesis of dendrobatid alkaloid 251F
Aaron Wrobleski1, Kiran Sahasrabudhe, Jeffrey Aubé
1Department of Medicinal Chemistry, University of Kansas, Lawrence 66045-2506, USA.
Journal of the American Chemical Society
|August 22, 2002
Abstract:
The dendrobatid alkaloid (-)-251F was synthesized. The key steps of the synthesis were (1) an asymmetric Diels-Alder reaction to establish four of the necessary stereocenters in the target, (2) a ring-opening/ring-closing metathesis reaction to establish a key [3.3.0] bicyclic intermediate, and (3) an intramolecular Schmidt reaction.
