Pinacol Coupling of 2,2′-Biaryldiketone: An Application for the Synthesis of Enantiopure 3,4-Dihydrodibenzo[c,g]phenanthrene-3,4-diol Derivatives
作者:Mitsuru Kitamura、Kazufumi Shiomi、Daisuke Kitahara、Yasuaki Yamamoto、Tatsuo Okauchi
DOI:10.1055/s-0029-1219928
日期:2010.6
Pinacol coupling of 2,2′-biaryldiketone gave trans-diol selectively. In the reaction of axially chiral diketones, enantiomerically pure diols were obtained. Various enantiopure 3,4-dihydrodibenzo[c,g]phenanthrene-3,4-diol could be synthesized by the pinacol coupling of optically active 2,2′-diacyl-1,1′-binaphthalene derived from (P)-1,1′-bi-2-naphthol [(S)-BINOL].
2,2′-biaryldiketone 的频哪醇偶联选择性地得到反式二元醇。在轴向手性二酮的反应中,得到了对映体纯的二元醇。通过(P)-1,1′-联-2-萘酚[(S)-BINOL]衍生的光学活性 2,2′-二乙酰基-1,1′-联萘的频哪醇偶联,可合成各种对映体纯的 3,4-二氢二苯并[c,g]菲-3,4-二醇。