异硫脲催化的硅基烯酮缩醛的不对称 C-酰化反应。
Isothiourea-catalysed asymmetric C-acylation of silyl ketene acetals.
机构信息
Department EaStCHEM, School of Chemistry, University of St Andrews, North Haugh, St Andrews, Fife, KY16 9ST, UK.
出版信息
Chemistry. 2011 Sep 19;17(39):11060-7. doi: 10.1002/chem.201100995. Epub 2011 Aug 18.
Screening of a range of chiral isothioureas and acyl donors to promote the asymmetric C-acylation of silyl ketene acetals indicates that C(2)-aryl-dihydropyrimidobenzothiazole-derived isothioureas and propionic anhydride give optimal reactivity and enantioselectivity in this process. Under optimised conditions 3-acyl-3-aryl or 3-acyl-3-alkylfuranones are prepared in good yields and moderate to excellent enantioselectivities (up to 98% ee; ee=enantiomeric excess).
对一系列手性异硫脲和酰基供体进行筛选，以促进硅烯酮缩醛的不对称 C-酰化反应，结果表明，C(2)-芳基-二氢嘧啶并苯并噻唑衍生的异硫脲和丙酸酐在该反应中具有最佳的反应活性和对映选择性。在优化条件下，以中等至优异的对映选择性（高达 98%ee；ee 为对映体过量）制备了 3-酰基-3-芳基或 3-酰基-3-烷基呋喃酮。
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