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Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Diastereoselective synthesis of tetrahydropyranes via Ag(I)-initiated dimerization of cinnamyl ethers
Davide Ruggeri1, Elena Motti1,2, Nicola Della Ca'1,2
1Università di Parma, Dipartimento di Scienze Chimiche, della Vita e della Sostenibilità Ambientale, Parco Area delle Scienze 17/A, 43124 Parma, Italy. giovanni.maestri@unipr.it.
Abstract:
We present herein the first synthesis of tetrahydropyranes promoted by a silver salt. Cinnamyl ethers undergo a formal dimerization affording the target heterocycle via sequential C-O bond cleavage/C-H bond functionalization. The cascade allows one to assemble three new bonds and to establish up to four stereocenters. The reaction likely proceeds through a cationic manifold that forms the target in a diastereoselective fashion.
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