首页> 外文期刊>Chemistry: A European journal >Enantioselective Construction of Dihydropyran-Fused Indoles through Chiral Calcium Phosphate Catalyzed Oxo-Hetero-Diels-Alder Reactions by Using 2-Oxoindolin-3-ylidenes as Heterodienes
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Enantioselective Construction of Dihydropyran-Fused Indoles through Chiral Calcium Phosphate Catalyzed Oxo-Hetero-Diels-Alder Reactions by Using 2-Oxoindolin-3-ylidenes as Heterodienes

机译:通过手性磷酸钙催化2-2-茚并吲哚-3-亚烷基作为杂二烯的对映体构建二氢吡喃-吲哚的对映体

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摘要

As one of the most powerful and atom-economical protocols to form carbon-carbon bonds, the catalytic asymmetric hetero-Diels-Alder (HDA) reaction could efficiently construct functionalized enantioenriched six-membered oxygenated heterocycles,[1]) such as dihydropyrans and dihydropyranones, which are privileged structural motifs in organic and medicinal chemistry.~([2]) Over the past decades, numerous efforts have been made in this area and a great number of catalytic enantioselective versions have been developed to synthesize these compounds involving the direct and inverse electron-demand HDA reaction. The catalytic enantioselective direct electron-demand HDA reaction between aldehydes[ 3]) or ketones[4]) and conjugated dienes has been intensively studied. By comparison, the catalytic enantioselective inverse electron-demand HDA reaction between unsaturated carbonyl compounds and electron-rich alkenes is less well developed.~([5]
机译:作为形成碳-碳键的最强大且最经济的方法之一,催化不对称杂狄尔斯-阿尔德(HDA)反应可以有效地构建功能化的对映体富集的六元含氧杂环[1]),例如二氢吡喃和二氢吡喃酮。 [[2])在过去的几十年中,在该领域做出了许多努力,并且开发了许多催化对映体选择性形式来合成涉及直接和间接的这些化合物。电子需求逆向HDA反应。醛类[3]或酮类[4]和共轭二烯之间的催化对映选择性直接电子需求HDA反应已得到深入研究。相比之下,不饱和羰基化合物与富电子烯烃之间的催化对映选择性逆电子需量HDA反应发展得不太好。〜([5]

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