Analogues of Natural Product-like Scaffolds: Synthesis of Spiroacetal Derivatives

by Choi, Ka Wai

Diversity-oriented synthesis (DOS) involves the synthesis of several synthetic targets by transforming a collection of structurally simple and similar starting materials into a collection of structurally more complex and diverse products. This thesis describes the elaboration of a 6,6-spiroacetal scaffold to incorporate biologically useful moieties, in particular nucleobases, triazoles and amino acids, thus generating a collection of novel hybrid structures. The research reported, herein, focused on the synthesis of spiroacetal-nucleosides, triazoles and amino acids bearing a C8?-hydroxymethyl substituent.