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Enantioselective Organocatalysis in Ionic Liquids: Addition of Aliphatic Aldehydes and Ketones to Diethyl Azodicarboxylate
Author(s) -
Kotrusz Peter,
Alemayehu Sara,
Toma Štefan,
Schmalz HansGünther,
Adler Andreas
Publication year - 2005
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.200500481
Subject(s) - chemistry , enantioselective synthesis , ionic liquid , diethyl azodicarboxylate , organocatalysis , organic chemistry , catalysis , triphenylphosphine
The enantioselective addition of aldehydes to diethyl azodicarboxylate in ionic liquids in the presence of chiralorganocatalysts has been investigated. Of seven differentorganocatalysts tested, L ‐proline and L ‐thiazoline‐2‐carboxylic acid gave the highest enantioselectivities (up to 94 % ee ). The best results were obtained by using [bmim]PF 6 and [hmim]BF 4 as ionic liquids. The scope of the methodology was probed by using various aldehydes and ketones. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)