| Abstract
| - The first enantioselective synthesis of (−)-lycoramine has been achieved in 14 steps and 5% overallyield from the biaryl derivative 1. The synthesis applies the previously developed Birch−Cope sequenceto create the key arylic quaternary stereocenter of (−)-lycoramine with excellent enantioselective control.The product of the Birch−Cope sequence, a versatile 4,4-disubstituted-2-carboxamide-2-cyclohexen-1-one, was elaborated through an intramolecular conjugate addition of a phenol to create the dihydrofuranring. Chemoselective elaboration of the allyl group into an amide followed by a modified Pictet-Spenglerreaction generated the azepine ring.
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