Liu Yu-Chang, Rolfes J D, Björklund Joel, Deska Jan
Department of Chemistry, University of Helsinki, A.I. Virtasen aukio 1, 00560 Helsinki, Finland.
Department of Chemistry, Aalto University, Kemistintie 1, 02150 Espoo, Finland.
ACS Catal. 2023 May 15;13(11):7256-7262. doi: 10.1021/acscatal.3c00132. eCollection 2023 Jun 2.
A multienzymatic pathway enables the preparation of optically pure spirolactone building blocks. In a streamlined one-pot reaction cascade, the combination of chloroperoxidase, an oxidase, and an alcohol dehydrogenase renders an efficient reaction cascade for the conversion of hydroxy-functionalized furans to the spirocyclic products. The fully biocatalytic method is successfully employed in the total synthesis of the bioactive natural product (+)-crassalactone D, and as the key module in a chemoenzymatic route yielding lanceolactone A.
一种多酶途径能够制备光学纯的螺内酯结构单元。在一个简化的一锅反应级联中，氯过氧化物酶、一种氧化酶和一种醇脱氢酶的组合实现了将羟基官能化呋喃转化为螺环产物的高效反应级联。这种完全生物催化的方法成功应用于生物活性天然产物(+)-厚壳内酯D的全合成，并作为化学酶法合成披针叶内酯A的关键模块。
