Hydrogen-bond-promoted hetero-Diels-Alder reactions of unactivated ketones
Hydrogen-bond-promoted hetero-Diels-Alder reactions of unactivated ketones
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DOI：
10.1021/ja0267627
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发表时间：
2002-08-21
影响因子：
15
通讯作者：
Rawal, VH
中科院分区：
文献类型：
--
作者：
Huang, Y;Rawal, VH
我们报道了第一个氢键促进的异Diels −桤木反应加速的例子，以及这种催化作用在简单的未活化的酮的异Diels −桤木反应中的应用。用此方法以良好的产率合成了几种螺环稠合的二氢吡喃。该活化方案代表了传统的刘易斯酸催化的有吸引力的和操作简单的替代方案。
We report the first examples of hydrogen-bond-promoted acceleration of hetero-Diels−Alder reactions and the use of such catalysis for the hetero-Diels−Alder reactions of simple, unactivated ketones. Several spiro-fused dihydropyans were synthesized in good yields using this procedure. This activation protocol represents an attractive and operationally simple alternative to conventional, Lewis acid catalysis.