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Asymmetric Synthesis of Allylic Sulfonic Acids: Enantio‐ and Regioselective Iridium‐Catalyzed Allylations of Na 2 SO 3
Author(s) -
Liu Wei,
Zhao Xiaoming,
Zhang Hongbo,
Zhang Liang,
Zhao Mingzhu
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201405058
Subject(s) - allylic rearrangement , regioselectivity , chemistry , enantioselective synthesis , catalysis , iridium , enantiomer , medicinal chemistry , organic chemistry , combinatorial chemistry
An enantioselective allylation reaction of allylic carbonates with sodium sulfite (Na 2 SO 3 ) catalyzed by Ir complex was accomplished, providing allylic sulfonic acids in good to excellent yields with a high level of enantio‐ and regioselectivities. ( R )‐2‐Phenyl‐2‐sulfoacetic acid, a key intermediate for the synthesis of Cefsulodin and Sulbenicillin, was synthesized as well.