The diastereoselective formation of tetraalkoxy[4]resorcinarenes derived from (-)-(2R)-2-methoxy-2-phenylethanol and proof of absolute configurations

Philip C. Bulman Page, Yohan Chan, Harry Heaney, Matthew J. McGrath, Eduardo Moreno

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The preparation of optically pure (-)-3-[(2R)-2-methoxy-2-phenylethoxy] phenol from resorcinol monobenzoate and its conversion into diastereoisomeric tetraalkoxyresorcin[4]arenes together with proof of the absolute configurations of the products is reported. The results of the study indicate that diastereoselective ring closure of linear tetrameric intermediates is controlled by the steric demand of the alkyl group in the precursor 3-alkoxyphenol.
Original languageEnglish
Pages (from-to)5347-5354
Number of pages8
JournalEuropean Journal of Organic Chemistry
Issue number27
Publication statusPublished - Sep 2011

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