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酶解顺式-1,2-二氢邻苯二酚及其相关化合物在生物活性天然产物合成中的应用。

The Exploitation of Enzymatically-Derived cis-1,2-Dihydrocatechols and Related Compounds in the Synthesis of Biologically Active Natural Products.

机构信息

Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra, ACT 2601, Australia.

Department of Food Science and Engineering, College of Science and Engineering, Jinan University, Guangzhou, 510632, People's Republic of China.

出版信息

Chem Rec. 2018 Feb;18(2):239-264. doi: 10.1002/tcr.201700064. Epub 2017 Dec 4.

DOI:10.1002/tcr.201700064
PMID:29205772
Abstract

The title compounds of the general form 1 can be produced at large scale and in essentially enantiomerically pure form (when X≠H) through the whole cell biotransformation of the corresponding aromatic. The "dense" and varied functionality associated with these metabolites mean that they have become increasingly useful chirons for the total synthesis of a range of natural product types. This personal account details the outcomes of a nearly three-decade long campaign within our group to exploit these compounds in the synthesis of a diverse range of small molecule natural product targets. The work is subdivided according to the key transformation(s) employed in each synthesis. The development of newer chirons that "complement" the utility of the cis-1,2-dihydrocatechols are also described.

摘要

标题化合物的一般形式 1 可以通过相应芳香族化合物的全细胞生物转化大规模且基本上以对映体纯的形式(当 X≠H 时)制备。这些代谢物与“密集”和多样化的功能相关,这意味着它们已成为一系列天然产物类型的总合成中越来越有用的手性中心。本个人帐户详细说明了我们小组近三十年的一项活动的结果,该活动旨在利用这些化合物合成各种小分子天然产物靶标。该工作根据每个合成中使用的关键转化进行细分。还描述了“补充”顺-1,2-二氢儿茶酚的实用性的新型手性中心的开发。

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