Asymmetric bioreduction catalyzed by biocatalyst have shown considerable potential in the preparation of chiral alcohols. (R)-1-(furan-2-yl)ethanol ((R)-2) can be used precursor in the synthesis of many naturally bioactive piperidine alkaloids such as (−)-Cassine, (−)-Spectaline, (−)-Carnavaline, Prosafrine and (−)- Prosafrinine. Moreover, (R)-2 a key chiral precursor in the production of α, β-unsaturated δ- lactones, which have antifungal, antibiotic, and cytotoxic effects on human tumor cells. However, the synthesis routes of (R)-2 still pose significant challenges in term of unsatisfactory enantiomeric excess (ee) and gram scale synthesis. In this study, Lactobacillus paracasei BD101 biocatalyst from boza, a cereal-based fermented beverage, for the asymmetric bioreduction of the 1-(furan-2-yl)ethanone (1). Following biocatalytic process optimization, (R)-2 was generated with >99% ee and 97% yield. In addition, 9.9 g of 1 was completely converted into (R)-2 on a gram scale (9.78 g, 97% isolated yield) in 48 h. This is the first report about the fabrication of enantiopure (R)-2 in high gram scale using biocatalyst. The optical purity of (R)-2 produced by asymmetric reduction with L paracasei BD101 was also noteworthy since it was the highest documented to date. This study provides an efficient green process for the biocatalytic synthesis of (R)-2.

生物催化剂催化的不对称生物还原在制备手性醇方面显示出相当大的潜力。( R )-1-(furan-2-yl)ethanol ( ( R )-2 ) 可用作合成许多具有天然生物活性的哌啶生物碱的前体，如 (−)-Cassine、(−)-Spectaline、(− )-Carnavaline、Prosafrinine 和 (−)- Prosafrinine。此外，( R )-2是生产 α, β-不饱和 δ-内酯的关键手性前体，它对人类肿瘤细胞具有抗真菌、抗生素和细胞毒性作用。然而， ( R )-2的合成路线在不令人满意的对映体过量 (ee) 和克级合成方面仍然构成重大挑战。在这项研究中，副干酪乳杆菌BD101 生物催化剂来自 boza，一种基于谷物的发酵饮料，用于 1-(furan-2-yl)ethanone ( 1 ) 的不对称生物还原。在生物催化过程优化之后，( R )-2以 >99% ee 和 97% 的收率生成。此外，9.9 g 的1在 48 小时内完全转化为克级的( R )-2 （9.78 g，97% 的分离产率）。这是关于对映体纯( R )-2制备的第一份报告使用生物催化剂在高克规模。副干酪乳杆菌BD101通过不对称还原法生产的( R )-2的光学纯度也值得注意，因为它是迄今为止记录的最高值。该研究为( R )-2的生物催化合成提供了一种高效的绿色工艺。