1315536-97-0Relevant academic research and scientific papers
Diels-Alder cycloaddition of chiral nonracemic 2,5-diketopiperazine dienes
Morris, Erin N.,Nenninger, E. Katherine,Pike, Robert D.,Scheerer, Jonathan R.
, p. 4430 - 4433 (2011)
Preparation of a chiral, nonracemic 2,5-diketopiperazine diene has enabled the investigation of intermolecular hetero-Diels-Alder cycloadditions. The diketopiperazine diene is reactive with both electron-rich and -deficient alkene substrates. Diastereofacial control in the cycloaddition is enforced with a removable aminal substituent. This study partly illuminates the regiochemical, stereoelectronic, and reactivity preferences of the diketopiperazine cycloaddition as well as provides a direct diastereoselective synthetic route to bicyclo[2.2.2]diazaoctane structures.
