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.
|Original language||English (US)|
|Number of pages||15|
|Journal||Journal of Organic Chemistry|
|State||Published - Aug 19 2011|
ASJC Scopus subject areas
- Organic Chemistry