2001 diastereoselective syntheses, enantioselective syntheses

diastereoselective syntheses, enantioselective syntheses (incl. cis/trans-isomerism)O 0031

44 - 038Highly Effective and Recyclable Chiral Auxiliaries: A Study of theSynthesis and Use of Three 4-Isopropyl-5,5-diaryloxazolidin-2-ones.— Auxiliaries (I) are prepared and acylated to give the substrates (III) and(V), respectively. Alkylation of the latter under the optimized conditions shownaffords the products (VII) and (IX) in good yields and with high diastereose-lectivity. Simple alkaline hydrolysis liberates the enantiomeric acids (X) withconcomitant quantitative recovery of (I). — (ALEXANDER, KAREN; COOK,STUART; GIBSON, COLIN L.; KENNEDY, ALAN R.; Perkin 1 (2001) 13,1538-1549; Dep. Pure Appl. Chem., Univ. Strathclyde, Glasgow G1 1XL, UK;EN)

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