Asymmetric photoenzymatic incorporation of fluorinated motifs into olefins

• 全文链接

氟化基序不对称光酶掺入烯烃

关键词：

来源：

Science

全文链接：

//agri.nais.net.cn/topic/downloadFile/d013407a-8a9d-4a1f-997f-4efb4723a422

来源地址：

https://www.science.org/doi/10.1126/science.adk8464

资源所属：

饲料用酶工程

类型：

学术文献

语种：

英语

原文发布日期：

2024-07-25

摘要：

Enzymes capable of assimilating fluorinated feedstocks are scarce. This situation poses a challenge for the biosynthesis of fluorinated compounds used in pharmaceuticals, agrochemicals, and materials. We developed a photoenzymatic hydrofluoroalkylation that integrates fluorinated motifs into olefins. The photoinduced promiscuity of flavin-dependent ene-reductases enables the generation of carbon-centered radicals from iodinated fluoroalkanes, which are directed by the photoenzyme to engage enantioselectively with olefins. This approach facilitates stereocontrol through interaction between a singular fluorinated unit and the enzyme, securing high enantioselectivity at β, γ, or δ positions of fluorinated groups through enzymatic hydrogen atom transfer—a process that is notably challenging with conventional chemocatalysis. This work advances enzymatic strategies for integrating fluorinated chemical feedstocks and opens avenues for asymmetric synthesis of fluorinated compounds.