Stark Daniel G, Young Claire M, O'Riordan Timothy J C, Slawin Alexandra M Z, Smith Andrew D
EaStCHEM, School of Chemistry, University of St Andrews, North Haugh, St Andrews, Fife KY16 9ST, UK.
Org Biomol Chem. 2016 Sep 14;14(34):8068-73. doi: 10.1039/c6ob01473a. Epub 2016 Aug 5.
The catalytic enantioselective synthesis of a range of trans-dihydropyridinones from aryl-, heteroaryl- and alkenylacetic acids and saccharin-derived ketimines with good to excellent stereocontrol (15 examples, up to >95 : 5 dr, up to >99 : 1 er) is reported. After extensive optimisation, HyperBTM proved the optimal isothiourea catalyst for this transformation at -78 °C, giving trans-dihydropyridones with generally excellent levels of diastereo- and enantioselectivity.
报道了从芳基、杂芳基和链烯基乙酸以及糖精衍生的酮亚胺催化对映选择性合成一系列反式二氢吡啶酮，具有良好至优异的立体控制（15个例子，高达>95:5的非对映体比例，高达>99:1的对映体比例）。经过广泛优化，HyperBTM被证明是该转化在-78°C下的最佳异硫脲催化剂，得到的反式二氢吡啶酮通常具有优异的非对映和对映选择性水平。
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