Phase-transfer-catalyzed asymmetric Darzens reaction
โ Scribed by Shigeru Arai; Yoshiki Shirai; Toshimasa Ishida; Takayuki Shioiri
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 794 KB
- Volume
- 55
- Category
- Article
- ISSN
- 0040-4020
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โฆ Synopsis
Catalytic asymmetric Darzens reaction promoted by a chiral phase-transfer catalyst derived from cinchonine is described. The desired o~,[I-epoxy ketones were obtained by use of ct-chloro acyclic and cyclic ketones as substrates with moderate to high enantiomeric excesses under mild reaction conditions. This methodology can be quite an effective protocol for practical asymmetric synthesis.
๐ SIMILAR VOLUMES
## Abstract For Abstract see ChemInform Abstract in Full Text.
Enantioselective synthesis of ct, l~-epoxysulfones by the Darzens reaction was achieved under phase-transfer catalyzed conditions. The reaction of chloromethyl phenylsulfone with various aromatic aldehydes smoothly proceeded in the presence of a catalytic amount (10 mol %) of chiral quaternary ammon