Open Access. Powered by Scholars. Published by Universities.®
Physical Sciences and Mathematics Commons™
Open Access. Powered by Scholars. Published by Universities.®
Articles 1 - 1 of 1
Full-Text Articles in Physical Sciences and Mathematics
Bf2obn∙Oet2: A Novel Lewis Acid And Its Use In A Regio- And Stereo-Selective Opening Of Trisubstituted Epoxides And Its Application Towards Amphidinolide C, Nicholas A. Morra, Brian Pagenkopf
Bf2obn∙Oet2: A Novel Lewis Acid And Its Use In A Regio- And Stereo-Selective Opening Of Trisubstituted Epoxides And Its Application Towards Amphidinolide C, Nicholas A. Morra, Brian Pagenkopf
Chemistry Publications
The generation of a new Lewis acid (BF2OBn·OEt2) has been reported, and its usefulness has been demonstrated in the regio- and stereoselective ring-opening of trisubstituted epoxides. This Lewis acid is one in a series of new Lewis acids generated from BF3·OEt2 that display varying levels of Lewis acidity. When paired with a modified Shi epoxidation protocol, highly functionalized propionate units, such as those found in a wide variety of natural products, can be accessed. In conjunction with a Mukaiyama oxidative cyclization employing our second generation catalyst Co(nmp)2, this procedure ultimately culminated in the shortest and highest yielding route towards the …