Tetrahedron ( IF 2.1 ) Pub Date : 2020-01-07 , DOI: 10.1016/j.tet.2020.130924 Juana Goulart Stollmaier , Tomáš Hudlický
cis-Diene diol obtained from the microbial oxidation of bromobenzene was used as a substrate for the chemoenzymatic acetylation and epoxidation with lipases. The model studies showed that the regiochemistry of the acetylation is solvent-dependent. The chemoenzymatic epoxidation followed the expected regiochemistry when compared to the chemical epoxidation with m-CPBA, but with the unexpected formation of bromoconduritol-C, an important intermediate whose electrochemical reduction led to the synthesis of (−)-conduritol-C. Experimental and spectral data are provided for all new compounds.
中文翻译:
溴环己二烯二醇的顺序酶促和电化学官能化:在合成(-)-conduritol C中的应用
由溴苯的微生物氧化获得的顺式-二烯二醇用作化学酶乙酰化和脂肪酶环氧化的底物。模型研究表明乙酰化的区域化学是溶剂依赖性的。与使用m -CPBA进行化学环氧化相比,化学酶促环氧化遵循预期的区域化学反应,但是意外地形成了溴conduritol-C,这是一种重要的中间体,其电化学还原作用导致了(-)-conduritol-C的合成。提供了所有新化合物的实验和光谱数据。