One of the key areas of focus of the Young group is the development of efficient synthetic pathways leading to small-molecule libraries suitable for biological screening. The build/couple/pair algorithm in diversity-oriented synthesis is a powerful means toward generating libraries since it anticipates both the discovery and the optimization phase of probe/drug discovery.
In the “build” phase, all stereoisomers of various chiral building blocks are synthesized (or purchased) in enantiomerically pure form. In the “couple” phase, these building blocks are brought together intermolecularly in a matrix fashion such that all possible stereoisomers are generated. Lastly, in the “pair” phase, the linear skeletons are functionalized and reacted intramolecularly to form cyclic products. The build/couple/pair approach to library synthesis allows for the generation of skeletal and stereochemical diversity stemming from a common pathway.