Bioreduction of some β-carbonyl phenyl sulfides, sulfoxides and sulfones (1, 3, 5, 8, 11 and 13) by Geotrichum sp. was studied. Reduction of β-carbonyI phenyl sulfoxides (5 and 8) gave anti-Prelog sulfoxide alcohols. (S, Ss)-3-Chloro-1-phenylsulfinylpropan-2-ol (9) was obtained in high yield with 95% e. e. after recrystallization from methylene chloride-petroleum ether.
A library consisting of a series of O,O'-diaryzoyl-L-(-)-tartaric acids (2) was designed and synthesized. The substituent on the aromatic ring of 2 significantly affects the diastereomeric excess and efficiency of the resolution of racemic albuterol (1). Excel-lent resolving reagent 2a was selected for the resolution of rac-1 via the parallel approach. However,a family of three resolving reagents failed to improve the resolution efficiency of rac-1.
ZHONG QingLin PENG XiaoHua WU TongFei FU FangMin CUI Xin ZHU Jin DENG JinGen
