Asymmetric induction in nitrile oxide cycloadditions to optically active acrylates. Comparisons of acrylate conformations in thermal and acid-catalyzed 1, 3-dipolar and …
…, HP Piyasena, RJ Loncharich, KN Houk
文献索引：Curran, Dennis P.; Kim, Byeang Hyean; Piyasena, H. P.; Loncharich, R. J.; Houk, K. N. Journal of Organic Chemistry, 1987 , vol. 52, # 11 p. 2137 - 2141
Nitrile oxides undergo cycloadditions to several different chiral acrylates to give &56% n- facial stereoselectivity. In cases where stereoselectivity is significant, the structure of the major product is consistent with a transition state with an s-cis conformation of the acrylate. Thermal Diels-Alder reactions of cyclopentadiene with these acrylates have also been studied, since the literature only gives results of catalyzed reactions. The major products ...
