Division of Pharmaceutical Sciences and Department of Chemistry, University of Wisconsin, Madison, Wisconsin 53705, USA.
Org Lett. 2010 Mar 19;12(6):1152-5. doi: 10.1021/ol902821w.
A new torquoselective ring-closure of chiral amide-substituted 1,3,5-hexatrienes and its application in tandem with [4 + 2] cycloaddition are described. The trienes were derived via either a 1,3-H or 1,3-H-1,7-H shift of alpha-substituted allenamides, and the entire sequence through the [4 + 2] cycloaddition could be in tandem from allenamides.
本文描述了手性酰胺取代的 1,3,5-己三烯的新型扭转环闭反应及其与[4+2]环加成反应的串联应用。三烯可以通过α-取代烯丙酰胺的 1,3-H 或 1,3-H-1,7-H 迁移得到,整个[4+2]环加成序列可以从烯丙酰胺开始串联进行。