Zhou Jia-Hui, Jiang Bing, Meng Fei-Fan, Xu Yun-He, Loh Teck-Peng
Department of Chemistry, University of Science and Technology of China , Hefei 230026, China.
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University , Singapore 637371.
Org Lett. 2015 Sep 18;17(18):4432-5. doi: 10.1021/acs.orglett.5b02066. Epub 2015 Sep 9.
Lewis acid B(C6F5)3 catalyzed the Diels-Alder reactions of multisubstituted open-chain dienes and α,β-enals to afford the desired products with high exo-selectivities are reported. The substituent effect of the dienes and dienophiles on the product's stereoselectivity was thoroughly investigated, and it was found that most of the desired exo-Diels-Alder products could be obtained in good yields and with high exo-stereoselectivities.
据报道,路易斯酸B(C6F5)3催化多取代开链二烯与α,β-烯醛的狄尔斯-阿尔德反应,以高外型选择性得到所需产物。深入研究了二烯和亲双烯体的取代基对产物立体选择性的影响,发现大多数所需的外型狄尔斯-阿尔德产物能够以良好的产率和高外型立体选择性获得。