Asymmetric Desymmetrization of 2,2‘,6,6‘-Tetrahydroxybiphenyl through Annulation with Enantiomerically Pure Bis(mesylate)
Organic Letters2000Vol. 2(9), pp. 1319–1322
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Abstract
[formula: see text] 2,2',6,6'-Tetrahydroxybiphenyl undergoes a facile annulation reaction with bis(mesylate) derived from (S)-1,2-propanediol in the presence of Cs2CO3 to give the corresponding asymmetric desymmetrization product of S axial chirality with exclusive diastereoselectivity. The desymmetrization product can be utilized as a versatile chiral building block in asymmetric synthesis of axially chiral 6,6'-disubstituted 2,2'-biphenyldiols.
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