氧化脂的立体选择性会聚全合成。

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-07-17 Epub Date: 2024-06-25 DOI:10.1039/d4ob00282b

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引用次数: 0

摘要

我们通过一种基于手性催化的聚合方法，立体选择性地合成了四种立体异构体的氧化脂素（1a-d）。该合成方法涉及两个关键片段--烯二醇和烯丙基醇--的顺序组装，以进行预定的会聚交叉甲基化反应来连接这些片段。关键步骤包括 Sharpless 动力解析、不对称二羟基化和 Grubbs 交叉甲基化反应。对合成的氧化脂进行表征后发现，其光谱数据与之前报告的数值一致。

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Stereoselective convergent total synthesis of oxylipins†

We synthesized stereoselectively four stereoisomers of oxylipins (1a–d) by a convergent approach based on chiral catalysis. The synthetic approach involved sequential assembly of two key fragments – ene-diol and allyl alcohol – for an intended convergent cross-metathesis reaction to join these fragments. The key steps include Sharpless kinetic resolution, asymmetric dihydroxylation and Grubbs cross-metathesis. The characterization of the synthesized oxylipins revealed spectroscopic data that were consistent with previously reported values.

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.