Poly ligated polymerization

Starting from an optically active dimer, tetramer, or octamer of 2,3-dihy-droxynaphthalene derivatives, Tsubaki and co-workers realized the synthesis of numerous optically active oligonaphthalene products by second-order asymmetric transformation under amine-copper conditions (Scheme 3.17). On the other hand, Okamoto and co-workers achieved asymmetric oxidative coupling polymerization (AOCP) reactions to synthesize poly(2,3-dihy-droxy-l,4-naphthylene) derivatives (Scheme 3.18). The starting materials of AOCP reactions can be either partially protected tetrahydroxybinaphthale-nes or 2,3-dihydroxynaphthalene. The chiral Cu complexes ligated by (-)-sparteine or bisoxazolines were identified as suitable catalysts for these reactions. However, the enantioselectivity attained in these AOCP reactions was estimated to be low. 

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