Enantioselective Organocatalysis in Ionic Liquids: Addition of Aliphatic Aldehydes and Ketones to Diethyl Azodicarboxylate | Zendy

Kotrusz Peter | Zendy; Alemayehu Sara | Zendy; Toma Štefan | Zendy; Schmalz HansGünther | Zendy; Adler Andreas | Zendy

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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)

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