Huang Y, Rawal V H
Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, Illinois 60637, USA.
Org Lett. 2000 Oct 19;2(21):3321-3. doi: 10.1021/ol006404d.
The hetero Diels-Alder reaction of 1-amino-3-siloxy-1,3-butadiene (1a) with a range of unactivated aldehydes proceeds readily under remarkably mild conditions: at room temperature and in the absence of Lewis acid catalysts. The cycloadducts are formed in good yields and can be converted directly to the corresponding dihydro-4-pyrones using acetyl chloride. Ketones and imines are also reactive in hetero Diels-Alder reactions with this diene.
1-氨基-3-硅氧基-1,3-丁二烯（1a）与一系列未活化的醛发生的杂Diels-Alder反应在非常温和的条件下即可顺利进行：在室温且无路易斯酸催化剂的情况下。环加成产物能以良好的产率生成，并且使用乙酰氯可直接将其转化为相应的二氢-4-吡喃酮。酮和亚胺在与该二烯的杂Diels-Alder反应中也具有反应活性。
