Pig-liver-esterase-catalyzed hydrolyses of racemic. alpha.-substituted. alpha.-hydroxy esters

…, M Kloosterman, B Kaptein, J Kamphuis…

文献索引：Moorlag, Henk; Kellogg, Richard M.; Kloosterman, Marcel; Kaptein, Bernard; Kamphuis, Johan; Schoemaker, Hans E. Journal of Organic Chemistry, 1990 , vol. 55, # 23 p. 5878 - 5881

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被引用次数: 54

摘要

Results The a-substituted a-hydroxy esters were synthesized in good overall yields from the corresponding unbranched a-hydroxy acids, using conventional methods. Thus, protection of the a-hydroxy acids la, b as their acetonides 2a, b, followed by alkylation with allylic bromides, gave dioxolanones 3a-c. Acid-catalyzed deprotection of 3a-c in EtOH afforded the desired a-hydroxy esters 4a-c (Scheme I).