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[9,9′]Bi[naphtho(2,1-b)furanyl]-8,8′-diol,a furo-fused BINOL derivative: synthesis,resolution and determination of absolute configuration
Affiliation:1. Department of Chemistry, University of Calcutta, 92 APC Road, Kolkata 700009, India;2. Department of Materials Science, Indian Association for the Cultivation of Science, Jadavpur, Kolkata 700032, India
Abstract:A high yielding synthetic protocol was employed in order to achieve the placement of a furan ring at the most sterically crucial position of BINOL to obtain [9,9′]bi[naphtha(2,1-b)furanyl]-8,8′-diol. The racemate was resolved and the configuration of one of the enantiomers was found by single crystal X-ray analysis of a Mosher’s acid diester derivative. This furo-fused BINOL derivative exhibited modified steric and electronic properties.
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