Synthesis of 7,7′-Dihydroxy-8,8′-biquinolyl (azaBINOL) via Pd-Catalyzed Directed Double C–H Functionalization of 8,8′-Biquinolyl: Emergence of an <i>Atropos</i> from a <i>Tropos</i> State
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7,7′-Dihydroxy-8,8′-biquinolyl (azaBINOL) was prepared from 2-chloroaniline in four steps: (1) the Skraup reaction, (2) Ni-catalyzed reductive coupling of 8-chloroquinoline, (3) Pd(II)-catalyzed double C–H functionalization of 8,8′-biquinolyl mediated by PhI(OAc)2, and (4) saponification. During the third step, an axially chiral (atropos type) biaryl molecule was directly generated from an essentially achiral (tropos type) biaryl starting material.
创建时间：
2011-08-05
