Li Jun, Gilbertson Scott R
Department of Chemistry, University of Houston, Houston, Texas 77204, United States.
Org Lett. 2021 Apr 16;23(8):2911-2914. doi: 10.1021/acs.orglett.1c00554. Epub 2021 Mar 30.
A diastereoselective [4 + 2] cycloisomerization of asymmetric allenyl dienes is reported. The asymmetric dienyl allenes are synthesized using the method reported by Ma. These substrates readily undergo diastereoselective intramolecular rhodium catalyzed [4 + 2] cycloisomerization analogous to thermal intramolecular Diels-Alder reactions. Overall, 29 examples are presented with tethers possessing nitrogen, oxygen, and carbon. Diastereoselectivities range from 99:1 to 90:10 in most examples.
报道了一种不对称烯丙基二烯的非对映选择性[4 + 2]环异构化反应。不对称二烯基丙二烯是使用马报道的方法合成的。这些底物很容易发生非对映选择性的分子内铑催化[4 + 2]环异构化反应，类似于热分子内狄尔斯-阿尔德反应。总体而言，给出了29个例子，其中连接基团含有氮、氧和碳。在大多数例子中，非对映选择性范围为99:1至90:10。
