S. Opalka, Jeremy L. Steinbacher, Brandon A. Lambiris
Jul 19, 2011
Citations
1
Influential Citations
36
Citations
Journal
The Journal of organic chemistry
Abstract
A thiourea/proline derivative-catalyzed synthesis of linear α-substituted tetrahydrofuran/pyran derivatives starting with lactol substrates is presented. This study demonstrates the utility and potential complications of using (thio)urea/proline cocatalysis as each of these catalysts is necessary to provide the observed reactivity, but a time-dependent decrease in enantioselectivity is observed. New mechanistic insights into (thio)urea/proline cocatalysis are presented.