Chirality in Diarylether Heptanoids: Synthesis of Myricatomentogenin, Jugcathanin, and Congeners

The syntheses of myricatomentogenin, jugcathanin, galeon, pterocarine, and acerogenin L are reported. Synthetic material was used to measure their optical activities and free energy of activation for racemization. The natural enantiomers of myricatomentogenin, jugcathanin, galeon, and pterocarine were determined to have the same p<i>R</i> absolute stereochemistry. Acerogenins L and C are achiral compounds