Abstract Aromatic α-halohydrins, particularly 2-haloethanols as significant precursor of drugs, can easily be converted to chiral β-adrenergic receptor blockers. Eight strains of Lactobacillus curvatus were tested as biocatalysts for asymmetric reduction of 2-bromo-1-(naphthalen-2-yl)ethanone 1 to 2-bromo-1- (naphthalen-2-yl) ethanol 2. The parameters of the bioreduction were optimized using L. curvatus N4, the best biocatalyst found. As a result, (R)-2-bromo-1-(naphthalen-2-yl)ethanol 2, which can be β-adrenergic receptor blocker precursor, was produced for the first time in high yield and enantiomerically pure form using biocatalysts. Moreover, the gram scale synthesis was performed and 7.54 g of (R)-2 was synthesized as enantiopure form (enantiomeric excess >99%) in 48 h. The important advantages of this process are that it produces of (R)-2 for the first time in enantiopure form, in excellent yield and under environmentally friendly and moderate reaction conditions. This system is of the potential to be applied at a commercial scale. Graphical Abstract

中文翻译：

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β-肾上腺素能受体阻滞剂前体的生物催化不对称合成：(R)-2-bromo-1-(naphthalen-2-yl)乙醇

摘要 芳香族α-卤代醇，特别是2-卤代乙醇作为重要的药物前体，可以很容易地转化为手性β-肾上腺素能受体阻滞剂。八株弯曲乳杆菌被测试作为生物催化剂，将 2-bromo-1-(naphthalen-2-yl)ethanone 1 不对称还原为 2-bromo-1-(naphthalen-2-yl) 乙醇 2. 生物还原参数使用 L.curvatus N4 进行优化，这是发现的最好的生物催化剂。结果，(R)-2-bromo-1-(naphthalen-2-yl)乙醇 2 可以是 β-肾上腺素能受体阻滞剂的前体，首次使用生物催化剂以高产率和对映体纯的形式生产。此外，进行了克级合成，并在 48 小时内合成了 7.54 克 (R)-2 作为对映体纯形式（对映体过量 >99%）。该方法的重要优点是首次以对映体纯形式生产(R)-2，收率高，反应条件温和，环境友好。该系统具有以商业规模应用的潜力。图形概要