Synthesis of 2-Oxaadamantane Derivatives

Abstract

1,3-Dichloroadamantanes in fuming nitric acid were converted to mixtures of 2-oxaadamantane derivatives whose structure was determined by two-dimensional NMR methods and X-ray analysis. The resulting compounds can be used in the design of highly complex molecules as subjects for studying biological activity.

Synthetic Doping of Diamondoids through Skeletal Editing

“…Even though heterodiamondoids are common in raw oils, their isolation from natural sources is very elaborate . While several synthetic routes to heteroadamantanes were developed − the existing methods, with only a few exceptions, − cannot be extended to the preparation of higher heterodiamondoids. Herein we present a general and convenient way for the incorporation of electron donor (n-) dopants (O, N, or S) into the structures of diamantane and triamantane through a sequence of cage opening and closing reactions.…”