Asymmetric total synthesis of dendrobatid alkaloid 251F.
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.
Department of Medicinal Chemistry, University of Kansas, Lawrence 66045-2506, USA.
Aaron
A
Wrobleski
Kiran
K
Sahasrabudhe
Jeffrey
J
Aubé
D000470:Alkaloids / Q000138:chemical synthesis*; D000818:Animals; D001001:Anura / Q000378:metabolism
D000470:Alkaloids