Diastereoselective Synthesis of Tetrahydrofurano- and Tetrahydropyrano-dihydropyrroles Containing N,O-Acetal Moieties via Rhodium-Catalyzed Transannulation of N-Sulfonyl-1,2,3-triazoles with Oxacycloalkenes

Diastereoselective synthesis of tetrahydro‐furanodihydropyrroles and tetrahydropyranodihydropyrroles containing N,O‐acetal moieties is reported via rhodium‐catalyzed denitrogenative transannulation of N‐sulfonyl‐1,2,3‐triazoles with oxacycloalkenes. A multitude of functionalized pyrroles possessing hydroxyalkyl group at C3‐position could be prepared via Rh‐catalyzed denitrogenative transannulation/acid‐catalyzed ring‐opening reaction. A three component, one‐pot method is also achieved starting from terminal alkynes, tosyl azides, and dihydrofurans.