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

초록

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.

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