共价键连接用于精确的氨基酸醇合成：通过悬垂的磺酸盐和磺酰胺开环环氧化物。
Covalent Tethers for Precise Amino Alcohol Syntheses: Ring Opening of Epoxides by Pendant Sulfamates and Sulfamides.
机构信息
Department of Medicinal Chemistry, University of Kansas, Lawrence, Kansas 66047, United States.
Department of Chemistry, Tulane University, New Orleans, Louisiana 70118, United States.
出版信息
Org Lett. 2023 Feb 17;25(6):982-986. doi: 10.1021/acs.orglett.3c00053. Epub 2023 Feb 6.
Abstract
We describe the development of the first ring opening of epoxides using pendant sulfamates and sulfamides. These reactions are promoted by a base and proceed under mild conditions to afford oxathiazinanes and cyclic sulfamides with excellent diastereoselectivity and regiocontrol. The reactions scale well, and the products serve as synthons for ring-opening reactions.
摘要
我们描述了使用悬垂磺酸盐和磺酰胺引发环氧化物开环反应的发展。这些反应在碱的促进下在温和条件下进行，以优异的非对映选择性和区域选择性得到噁唑嗪烷和环状磺酰胺。反应规模良好，产物可用作开环反应的合成子。
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