Strategies and approaches for constructing 1-oxadecalins

The various strategies and approaches for constructing 1-oxadecalines, are discussed. Kakiunchi reported the synthesis of catalytic Paunson-Khand cycloadditions of enynes 1in aqueous medium employing formaldehyde as water-soluble source of CO. As the oxygen atom was in the tether nature, cycloaddition gave tricycle 2 that contains 1-oxadecaline. Plumet reported that masked 0-quinones could serve as electron deficient dienes and react in inverse-demand manner to give endo-cycloadducts as a single distereomers. Chibu found that intermolecular hetero-Diels-Alder reactions of in-situ-generated o-quinomethanes and unactivated dienophiles could be accompliced through a wet Montmorillonite catalyst in an LiClO4/MeNo2 to form 1-oxadecalines. Acid catalyzed cyclization such as Epoxide ring-opening can be used synthesis of 1-oxadecalines. Stategies would help in development of innovative approach due to prevalence of this structural motif among variety of natural products.