e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Pig-liver-esterase-catalyzed hydrolyses of racemic. alpha.-substituted. alpha.-hydroxy esters
…, M Kloosterman, B Kaptein, J Kamphuis…
Index: 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
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).
[Cokley, Teresa M.; Harvey, Peta J.; Marshall, Raymond L.; McCluskey, Adam; Young, David J. Journal of Organic Chemistry, 1997 , vol. 62, # 7 p. 1961 - 1964]
