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ky888

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The diversity oriented synthetic approach employed a threephase
approach called build/couple/pair (B/C/P). The first step ¨C
the build phase ¨C required the acquisition of stereochemically defined
building blocks with suitable functionality for coupling. The
building blocks were coupled to generate all possible stereoisomers,
and in the final pair phase, the linear precursors were intramolecularly
cyclised to give a diversity of ring systems. This
approach gave access to both medium-sized (8¨C9 atom) ring systems
and macrocycles with 12¨C14 atoms. As an illustration, all
stereoisomers of the building blocks 1 and 2 were generated (the
latter by stereocontrolled aldol condensations), and combined to
give all 8 stereoisomers of the dimer 3. Medium-sized rings (4)and macrocycles (5 and 6) were generated by nucleophilic aromatic
substitution, Huisgen [3 + 2] cycloaddition and ring-closing
metathesis (RCM) reactions.

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