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The First Mimetic of the Transketolase Reaction
Author(s) -
Smith Mark E. B.,
Smithies Kirsty,
Senussi Tarik,
Dalby Paul A.,
Hailes Helen C.
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200500986
Subject(s) - chemistry , transketolase , amine gas treating , quaternary carbon , carbon atom , ammonium , organic chemistry , reaction conditions , tertiary amine , catalysis , combinatorial chemistry , enantioselective synthesis , alkyl , enzyme
Although the biocatalytic formation of acyclic α,α′‐dihydroxy ketones by transketolase is well documented in the literature, there is currently no one‐pot chemical synthesis of these dihydroxy ketones available. Here, we report preliminary results of an atom‐efficient one‐pot synthesis of α,α′‐dihydroxy ketones in water by a mimic of the transketolase reaction. The formation of a quaternary ammonium enolate is postulated in this tertiary‐amine‐mediated carbon–carbon bond‐forming reaction. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)