通过金催化炔烃的分子间氧化反应，实现了氮杂环丁烷-3-酮的灵活和立体选择性合成。
A flexible and stereoselective synthesis of azetidin-3-ones through gold-catalyzed intermolecular oxidation of alkynes.
机构信息
Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA, USA.
出版信息
Angew Chem Int Ed Engl. 2011 Mar 28;50(14):3236-9. doi: 10.1002/anie.201007624. Epub 2011 Mar 4.
Abstract
Chiral azetidin-3-ones could be easily prepared from chiral -propargylsulfonamides, which in turn are readily accessible in excellent e.e. via chiral sulfinamide chemistry. Using -butanesulfonyl as the protecting group avoids unnecessary deprotection and reprotection and allows its removal from the azetidine ring under acidic conditions.
摘要
手性氮杂环丁烷-3-酮可以很容易地从手性炔丙基磺酰胺制备，而后者又可以通过手性亚磺酰胺化学以优异的对映体过量值（ee 值）轻易获得。使用叔丁基磺酰基作为保护基可以避免不必要的脱保护和再保护，并允许其在酸性条件下从氮杂环丁烷环中去除。
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