Department of Chemistry, Yale University, New Haven, Connecticut 06520, USA.
Org Lett. 2013 Feb 1;15(3):444-7. doi: 10.1021/ol303040r. Epub 2013 Jan 15.
A stereo- and regioselective Diels-Alder reaction for the synthesis of highly substituted isoquinuclidines from dihydropyridines and electron-deficient alkenes has been developed. While reactions with activated dienophiles proceed readily under thermal conditions, the use of Lewis acid additives is necessary to facilitate cycloadditions for less reactive alkenes. This procedure affords the target compounds in high yields and diastereoselectivities.
已经开发出一种立体和区域选择性的 Diels-Alder 反应,用于从二氢吡啶和缺电子烯烃合成高度取代的异喹诺利定。虽然与活化的双烯体的反应在热条件下很容易进行,但需要使用路易斯酸添加剂来促进对反应性较低的烯烃的环加成。该方法以高产率和非对映选择性得到目标化合物。