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Rhodium‐Catalyzed Enantioselective Addition to Unsymmetrical α‐Diketones: Tandem One‐Pot Synthesis of Optically Active 3‐Tetrasubstituted Isochroman Derivatives
Author(s) -
Zhu TingShun,
Chen JianPing,
Xu MingHua
Publication year - 2013
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.201203701
Subject(s) - enantioselective synthesis , rhodium , domino , tandem , catalysis , intramolecular force , combinatorial chemistry , chemistry , transformation (genetics) , cascade , organic chemistry , materials science , biochemistry , chromatography , gene , composite material
The domino effect : An efficient and general catalytic one‐pot synthesis of quaternary‐substituted isochroman derivatives has been developed (see scheme). The cascade transformation relies on rhodium‐catalyzed highly regio‐ and enantioselective 1,2‐addition of arylboronic acids to unsymmetrical α‐diketones and intramolecular etherification or esterification, and provides a variety of enantioenriched isochromanones under exceptionally mild conditions.