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

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

引用次数: 0

摘要

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

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.

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

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来源期刊

Beilstein Journal of Organic Chemistry 化学-有机化学

CiteScore

4.90

自引率

3.70%

发文量

167

审稿时长

1.4 months

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