Simple primary β-amino alcohol catalyzed enantioselective Diels-Alder reaction of 3-hydroxy-2-pyridones
Simple primary β-amino alcohol catalyzed enantioselective Diels-Alder reaction of 3-hydroxy-2-pyridones
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DOI：
10.1016/j.tetlet.2016.11.030
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发表时间：
2016-12-21
影响因子：
1.8
通讯作者：
Nakano, Hiroto
中科院分区：
文献类型：
--
作者：
Takahashi, Toshihisa;Reddy, U. V. Subba;Nakano, Hiroto
证明了简单的伯 β-氨基醇催化二烯 3-羟基-2-吡啶酮与 N-取代马来酰亚胺的 Diels-Alder 反应，可提供高度取代的光学活性异奎宁环作为单一非对映体，具有优异的对映选择性（高达 98%）和优异的化学产率（高达 95%）。从相应的廉价氨基酸合成了一系列简单的β-氨基醇，并检查了它们对该反应的催化活性。 (C) 2016 Elsevier Ltd. 保留所有权利。
The simple primary beta-amino alcohol catalyzed Diels-Alder reaction of 3-hydroxy-2-pyridones as dienes with N-substituted maleimides to provide the highly substituted optically active isoquinuclidines as a single diastereomers in excellent enantioselectivities (up to 98%) with excellent chemical yields (up to 95%) was demonstrated. A range of simple beta-amino alcohols were synthesized from the corresponding inexpensive amino acids and their catalytic activity was examined for this reaction. (C) 2016 Elsevier Ltd. All rights reserved.