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Cover Picture: Enantioselective Synthesis of β‐Methyl Amines via Iridium‐Catalyzed Asymmetric Hydrogenation of N ‐Sulfonyl Allyl Amines (Adv. Synth. Catal. 18/2019)
Author(s) -
Cabré Albert,
Verdaguer Xavier,
Riera Antoni
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201900957
Subject(s) - chemistry , enantioselective synthesis , sulfonyl , isomerization , iridium , catalysis , ruthenium , organic chemistry , ligand (biochemistry) , combinatorial chemistry , medicinal chemistry , alkyl , biochemistry , receptor
The inside cover picture , designed by the authors, illustrates the potential of iridium catalysts in the synthesis of enantioenriched β‐methyl amines. The first step is the isomerization of N ‐sulfonyl aziridines to the corresponding allyl amines using Crabtree's catalyst. The second step is the enantioselective hydrogenation using UbaPHOX ligand. The convenient preparation of the precursors, the mild reaction conditions and the feasible removal of the sulfonyl group make this method of great interest to afford β‐chiral amines from simple styrenes. The new methodology was applied to the synthesis of ( R )‐Lorcaserin. Details of this work can be found in the communication on pages 4196–4200 (A. Cabré, X. Verdaguer, A. Riera, Adv. Synth. Catal . 2019 , 361 , 4196–4200; DOI: 10.1002/adsc.201900748).