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Asymmetric Bio‐ and Organocatalytic Cascade Reaction – Laccase and Secondary Amine‐Catalyzed α‐Arylation of Aldehydes
Author(s) -
Suljić Sanel,
Pietruszka Jörg,
Worgull Dennis
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500183
Subject(s) - chemistry , enamine , organocatalysis , laccase , catalysis , yield (engineering) , amine gas treating , cascade reaction , organic chemistry , cascade , combinatorial chemistry , enantioselective synthesis , enzyme , materials science , chromatography , metallurgy
An asymmetric bio‐ and organocatalytic cascade one‐pot reaction for the α‐arylation of aldehydes is presented. 1,4‐Dihydroxybenzene and its derivatives are oxidized to quinones by laccase and aerial oxygen. This catalytic process has been efficiently coupled to asymmetric enamine organocatalysis, affording 3‐substituted 2,3‐dihydrobenzofuran‐2,5‐diols in moderate to good yield and moderate to excellent enantioselectivity.