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论文类型：期刊论文

发表时间：2014-05-19

发表刊物：SYNTHETIC COMMUNICATIONS

收录刊物：SCIE、Scopus

卷号：44

期号：10

页面范围：1515-1520

ISSN号：0039-7911

关键字：chiral oxazaborolidine; chiral alcohols; dimethyl sulfate; Asymmetric reduction; sodium borohydride

摘要：The enantioselective reduction of prochiral ketones with NaBH4/Me2SO4/(S)-Me-CBS is described. Borane is generated in situ via the reaction of NaBH4 with Me2SO4 in tetrahydrofuran, which is as efficient as the commercial one. Such in situ-generated borane reagent was applied to reduce prochiral ketones in the presence of chiral oxazaborolidine catalyst directly. The corresponding chiral secondary alcohols were obtained with excellent enantiomeric excesses (93-99% ee) and good to excellent yield (80-99%).