化学酶法合成(+)- &(−)-顺式欧蒙内酯

Q2 Chemical Engineering

Journal of Molecular Catalysis B-enzymatic Pub Date : 2016-12-01 DOI:10.1016/j.molcatb.2016.11.010

Fabian Blume, Yu-Chang Liu, Daniel Thiel, Jan Deska

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引用次数: 18

摘要

羟基吡喃酮天然产物奥蒙内酯的顺式异构体的两个光学对映体和血管内酯的核心结构，都是由乙酰呋喃通过氧化还原酶和过渡金属催化的氧化还原级联反应，在三步内合成的。这种全催化策略的关键步骤是酶介导的Achmatowicz反应，通过选择性呋喃氧化来提供吡喃核心结构。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Chemoenzymatic Total Synthesis of (+)- & (−)-cis-Osmundalactone

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Chemoenzymatic Total Synthesis of (+)- & (−)-cis-Osmundalactone

Both optical antipodes of the cis-isomers of osmundalactone, a hydroxypyranone natural product and core structure of the angiopterlactones, have been synthesized from acetylfuran in only three steps through a redox cascade utilizing oxidoreductases and transition metal catalysis in a concerted fashion. The key step in this fully catalytic strategy is the enzyme-mediated Achmatowicz reaction via selective furan oxygenation to furnish the pyran core structure.

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来源期刊

Journal of Molecular Catalysis B-enzymatic 生物-生化与分子生物学

CiteScore

2.58

自引率

0.00%

发文量

审稿时长

3.4 months

期刊介绍： Journal of Molecular Catalysis B: Enzymatic is an international forum for researchers and product developers in the applications of whole-cell and cell-free enzymes as catalysts in organic synthesis. Emphasis is on mechanistic and synthetic aspects of the biocatalytic transformation. Papers should report novel and significant advances in one or more of the following topics; Applied and fundamental studies of enzymes used for biocatalysis; Industrial applications of enzymatic processes, e.g. in fine chemical synthesis; Chemo-, regio- and enantioselective transformations; Screening for biocatalysts; Integration of biocatalytic and chemical steps in organic syntheses; Novel biocatalysts, e.g. enzymes from extremophiles and catalytic antibodies; Enzyme immobilization and stabilization, particularly in non-conventional media; Bioprocess engineering aspects, e.g. membrane bioreactors; Improvement of catalytic performance of enzymes, e.g. by protein engineering or chemical modification; Structural studies, including computer simulation, relating to substrate specificity and reaction selectivity; Biomimetic studies related to enzymatic transformations.