Chiral bifunctional sulfide-catalyzed enantioselective bromolactonizations of α- and β-substituted 5-hexenoic acids

IF 2.2 4区 化学 Q2 CHEMISTRY, ORGANIC Beilstein Journal of Organic Chemistry Pub Date : 2024-07-30 DOI:10.3762/bjoc.20.158
Sao Sumida, Ken Okuno, Taiki Mori, Yasuaki Furuya, Seiji Shirakawa
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Abstract

Enantioselective halolactonizations of sterically less hindered alkenoic acid substrates without substituents on the carbon–carbon double bond have remained a formidable challenge. To address this limitation, we report herein the asymmetric bromolactonization of 5-hexenoic acid derivatives catalyzed by a BINOL-derived chiral bifunctional sulfide.

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Beilstein J. Org. Chem. 2024, 20, 1794–1799. doi:10.3762/bjoc.20.158

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手性双功能硫化物催化α-和β-取代的 5-己烯酸的对映体选择性溴化内酯化反应
摘要对碳–碳双键上无取代基、立体阻碍较小的烯酸底物进行不对称卤化内酯化一直是一项艰巨的挑战。为了解决这一局限性,我们在此报告了由 BINOL 衍生的手性双官能团硫化物催化的 5-己烯酸衍生物的不对称溴内酯化反应。Chem.2024, 20, 1794–1799. doi:10.3762/bjoc.20.158
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来源期刊
CiteScore
4.90
自引率
3.70%
发文量
167
审稿时长
1.4 months
期刊介绍: The Beilstein Journal of Organic Chemistry is an international, peer-reviewed, Open Access journal. It provides a unique platform for rapid publication without any charges (free for author and reader) – Platinum Open Access. The content is freely accessible 365 days a year to any user worldwide. Articles are available online immediately upon publication and are publicly archived in all major repositories. In addition, it provides a platform for publishing thematic issues (theme-based collections of articles) on topical issues in organic chemistry. The journal publishes high quality research and reviews in all areas of organic chemistry, including organic synthesis, organic reactions, natural product chemistry, structural investigations, supramolecular chemistry and chemical biology.
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