Department of Chemistry, Columbia University, New York, New York 10027, USA.
J Am Chem Soc. 2010 Aug 4;132(30):10248-50. doi: 10.1021/ja104480g.
Enantioselective (formal) aza-Diels-Alder reactions between acylhydrazones and non-Danishefsky-type dienes have been developed. The reactions are promoted by a simple and economical chiral silicon Lewis acid and are typically conducted at ambient temperature. Both glyoxylate- and aliphatic aldehyde-derived hydrazones may be employed, as may variously substituted dienes, leading to the synthesis of a diverse array of tetrahydropyridines with good to excellent levels of enantioselectivity.
手性硅路易斯酸促进的酰腙与非达尼谢夫斯基型二烯的对映选择性(形式)aza-Diels-Alder 反应已经被开发出来。这些反应通常在环境温度下进行,使用简单且经济的手性硅路易斯酸作为催化剂。可以使用乙二醛和脂肪醛衍生的腙,以及各种取代的二烯,以良好到优秀的对映选择性合成出多种四氢吡啶。