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Sharpless 不对称双羟化反应:天然产物合成的杰出工具——综述

Sharpless Asymmetric Dihydroxylation: An Impressive Gadget for the Synthesis of Natural Products: A Review.

机构信息

Medicinal Chemistry Research Lab, Department of Chemistry, Government College University Faisalabad, Faisalabad 38000, Pakistan.

College of Computer Science and Technology, Zhejiang University, Hangzhou 310027, China.

出版信息

Molecules. 2023 Mar 17;28(6):2722. doi: 10.3390/molecules28062722.

Abstract

Sharpless asymmetric dihydroxylation is an important reaction in the enantioselective synthesis of chiral vicinal diols that involves the treatment of alkene with osmium tetroxide along with optically active quinine ligand. Sharpless introduced this methodology after considering the importance of enantioselectivity in the total synthesis of medicinally important compounds. Vicinal diols, produced as a result of this reaction, act as intermediates in the synthesis of different naturally occurring compounds. Hence, Sharpless asymmetric dihydroxylation plays an important role in synthetic organic chemistry due to its undeniable contribution to the synthesis of biologically active organic compounds. This review emphasizes the significance of Sharpless asymmetric dihydroxylation in the total synthesis of various natural products, published since 2020.

摘要

Sharpless 不对称双羟化反应是手性偕二羟基化合物对映选择性合成中的重要反应,涉及用四氧化锇和手性奎宁配体处理烯烃。Sharpless 在考虑对药用重要化合物的全合成中对映选择性的重要性后引入了这种方法。作为该反应的结果产生的偕二羟基化合物作为不同天然产物合成的中间体。因此,由于Sharpless 不对称双羟化反应对生物活性有机化合物合成的不可否认的贡献,它在合成有机化学中起着重要作用。本综述强调了 Sharpless 不对称双羟化反应在手性偕二羟基化合物对映选择性合成中的重要性,综述了自 2020 年以来发表的各种天然产物的全合成。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fafe/10051988/19f80d213907/molecules-28-02722-sch001.jpg

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