The Chemistry of Lauren-1-ene. XVII Preparation of Unsaturated Oxa and Aza Tetracycles.

Abstract

Several lauren-1-ene-derived compounds containing an exocyclic methylene grouping have been synthesized. These include substances with both regular and rearranged carbon frameworks. The X-ray structure of a rearranged α-methylene lactone shows that an earlier assignment of stereochemistry is incorrect and that this compound has an exceptionally distorted C=C-C=O unit. The methylene derivatives prepared have proved to have low cytoxicity.