Hurtley Anna E, Cismesia Megan A, Ischay Michael A, Yoon Tehshik P
Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, WI 53706.
Tetrahedron. 2011 Jun 17;67(24):4442-4448. doi: 10.1016/j.tet.2011.02.066.
We have discovered a photocatalytic intramolecular hetero-Diels-Alder reaction of tethered bis(enones). This transformation involves the intermediacy of an enone radical anion and constitutes the formal coupling of an electron-deficient heterodiene with an electronically mismatched enone dienophile. The diastereoselectivity and regioselectivity of the process are high, and the dihydropyran products are amenable to a variety of synthetically useful transformations.
我们发现了一种连接双烯酮的光催化分子内杂环狄尔斯-阿尔德反应。这种转化涉及烯酮自由基阴离子中间体，构成了缺电子杂二烯与电子不匹配的烯酮亲双烯体的形式上的偶联。该过程的非对映选择性和区域选择性很高，并且二氢吡喃产物适合进行各种具有合成用途的转化。
