Asymmetric Copper-Catalyzed [2,3]-Sigmatropic Rearrangements of Alkyl- and Aryl-Substituted Allyl Sulfides
โ Scribed by McMillen, Douglas W.; Varga, Norbert; Reed, Beth Ann; King, Claudia
- Book ID
- 120307329
- Publisher
- American Chemical Society
- Year
- 2000
- Tongue
- English
- Weight
- 116 KB
- Volume
- 65
- Category
- Article
- ISSN
- 0022-3263
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๐ SIMILAR VOLUMES
Reaction of allyl aryl sulfides and a-diazoacetic acid esters in the presence of optically active Co(HD-salen complex (8-Br) provided 3-substituted 2-arylthio-4-pentenoic acid esters stereo~l~vely by way of enantioselcctive S-ylide formation and subse~luent diastereoselective [2,3]sismalropic rearra
Trimethylsilyldiazomethane is compared with ethyl diazoacetate for the rhodium, copper, and cobalt catalyzed formation and [2,3] rearrangement of allylsulfonium ylides. At room temperature, the reaction can be carried out using the allyl sulfide as the limiting reagent by slow addition of 3 equivale