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Updated: May 20, 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
Enantioselective Zn-catalyzed hydrophosphinylation of nitrones: an efficient approach for constructing chiral
Shihui Luo1, Xinzhu Yuan1, Jiangtao Cheng1
1Department of Chemistry, Hong Kong Baptist University Kowloon Hong Kong China junwang@hkbu.edu.hk.
Abstract:
Although enantioselective hydrofunctionalizations of nitrones are established for the synthesis of various types of chiral hydroxylamines, the asymmetric catalytic hydrophosphinylation of nitrones remains highly challenging. Herein, an efficient asymmetric hydrophosphinylation of nitrones, catalyzed by the dinuclear zinc catalyst derived from ProPhenol, is presented, accommodating a variety of nitrones and phosphine oxides. This approach successfully addresses the long-standing challenge of catalytic hydrophosphinylation of the C[double bond, length as m-dash]N bond, and offers an efficient and rapid access towards chiral α-hydroxyamino-phosphine oxides. Control experiments suggest that the oxide anion in the nitrone motif is crucial for the enantio-control.
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