Asymmetrie binary-acid catalysis with chiral phosphoric acid and MgF 2: Catalytic enantioselective Friedel- Crafts reactions of β,γ-unsaturated α-ketoesters

Organic Letters

Volumn 12, Issue 5, 2010, Pages 1096-1099

  Lv, Jian ^a   Li, Xin ^a   Zhong, Long ^a   Luo, Sanzhong ^a   Cheng, Jin Pei ^a  

^a INSTITUTE OF CHEMISTRY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 77749249116     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol1000928     Document Type: Article

References (42)

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38. 2 is very soluble under the reaction conditions and homogeneous reactions were generally observed in our experiments.
39. The real active catalytic species remains unclear and awaits further study.
40. N-Methylindole has also been examined. Instead of the desired 1,4addition product, this reaction gave regioselectively 1,2-addition product. Further exploration along this line is underway.
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42. 2 (5 mol %). The reaction afforded the desired products 4g and 4l with 94% and 94% ee, respectively, almost the same as listed in Table 2 (entry 7) and Table 3 (entry 2), suggesting a common stereocontrol mode in these two reactions. In this instance, indole was consumed in less than 1 h, but there was only ca. 10% conversion for phenol 2a.