Chromane, which has a fused cyclic structure, is a significant molecule that can be found in the structure of many important compounds. Lactobacillus paracasei BD101 was demonstrated as whole‐cell biocatalyst for the synthesis of (S)‐6‐chlorochroman‐4‐ol with immense enantioselectivity. The conditions of asymmetric reduction were optimized one factor by one factor using L paracasei BD101 to achieve enantiomerically pure product and complete conversion. Using these obtained optimization conditions, asymmetric reduction of 6‐chlorochroman‐4‐one was performed under environmentally friendly conditions; 6‐chlorochroman‐4‐one, having a fused cyclic structure as previously noted to be difficult to asymmetric reduction with biocatalysts, was enantiomerically reduced to (S)‐6‐chlorochroman‐4‐ol with an enantiomeric excess >99% on a high gram scale. This study is the first example in the literature for the enantiopure synthesis of (S)‐6‐chlorochroman‐4‐ol using a biocatalyst. Also notably, the optical purity of (S)‐6‐chlorochroman‐4‐ol obtained in this study through asymmetric bioreduction using whole‐cell biocatalyst is the highest value in the literature. In this study, (S)‐6‐chlorochroman‐4‐ol was produced on a gram scale by an easy, inexpensive, and environmentally friendly method, which has shown the production of valuable chiral precursors for drug synthesis and other industrial applications. This study provides a convenient method for the production of (S)‐6‐chlorochroman‐4‐ol, which can meet the industrial green production demand of this chiral secondary alcohol.

中文翻译：

---

使用全细胞副干酪乳杆菌生物转化合成对映体（S）-6-氯苯并-4-醇。

具有稠合环状结构的铬烷是一种重要分子，可以在许多重要化合物的结构中找到。已证明副干酪乳杆菌BD101是全细胞生物催化剂，具有巨大的对映选择性，可合成（S）-6-氯铬烷-4-醇。使用副干酪乳杆菌将不对称还原的条件一因素一因素优化。BD101实现对映体纯的产物并完成转化。使用这些获得的优化条件，在环境友好的条件下进行了6-氯苯并吡喃-4-酮的不对称还原；如前所述，6-氯苯并呋喃-4-酮具有稠合的环状结构，很难用生物催化剂进行不对称还原，在高浓度下对映异构体过量对映体过量> 99％，将其对映体还原为（S）-6-氯苯并吡喃-4-醇克秤。这项研究是文献中使用生物催化剂对映体纯合成（S）-6-氯铬烷-4-醇的第一个实例。同样值得注意的是，（S通过全细胞生物催化剂的不对称生物还原获得的本研究中获得的-6-氯代色原-4-醇是文献中最高的值。在这项研究中，（S）-6-氯铬烷-4-醇是通过一种简单，便宜且环保的方法以克为单位生产的，该方法显示了用于药物合成和其他工业应用的有价值的手性前体的生产。这项研究为生产（S）-6-氯铬烷-4-醇提供了一种便捷的方法，可以满足该手性仲醇的工业绿色生产需求。