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Updated: Jul 30, 2025

Preparation of N-2-alkoxyvinylsulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
Published on: January 3, 2018
Rhodium-Catalyzed Regio- and Enantioselective Allylic Sulfonylation from Sulfonyl Hydrazides
Sajid Ur Rehman1, Changkun Li1
1Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China.
Abstract:
A highly regio- and enantioselective allylic sulfonylation has been developed with rhodium and bisoxazolinephosphine (NPN*) ligands from racemic branched allylic carbonates and readily available sulfonyl hydrazides under neutral conditions. Branch-selective allylic sulfones with a >20:1 branch:linear ratio and >99% ee could be synthesized in ≤96% yield. Both Z and E linear allylic carbonates could also be converted into the same chiral branched allylic sulfones with high regio- and enantioselectivities.
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