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Updated: Jan 27, 2026

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
Published on: July 28, 2022
Catalytic Asymmetric Cascade Cyclization for Constructing Three Contiguous Stereocenters in
Zhao Wei1,2, Jinlong Zhang1, Huameng Yang1
1State Key Laboratory for Oxo Synthesis and Selective Oxidation, Center for Excellence in Molecular Synthesis, Suzhou Research Institute of LICP , Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences , Lanzhou 730000 , P. R. China.
Abstract:
A chiral Brønsted acid catalyzed highly enantio- and diastereoselective cascade cyclization has been developed to streamline the synthesis of valuable multifunctionalized enantioenriched cyclopenta[ f]pyrrolo[1,2- d][1,4]diazepinones bearing three contiguous stereocenters in high yields with excellent control of stereochemistry from a wide range of both readily available 2-furylcarbinols and (1 H-pyrrol-1-yl)anilines, which represents the first asymmetric intramolecular conjugate addition of α,β-unsaturated cycloketones with inert N-substituted pyrroles as well as the first enantioselective aza-piancatelli rearrangement/Friedel-Crafts alkylation cascade reaction.
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