Enantioselective α-tosyloxylation of ketones catalyzed by spirobiindane scaffold-based chiral iodoarenes

…, J Cui, XS Hou, SS Liu, WC Gao, S Jiang, J Tian…

文献索引：Yu, Jun; Cui, Jian; Hou, Xue-Sen; Liu, Shan-Shan; Gao, Wen-Chao; Jiang, Shan; Tian, Jun; Zhang, Chi Tetrahedron Asymmetry, 2011 , vol. 22, # 23 p. 2039 - 2055

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被引用次数: 25

摘要

Enantiomerically pure iodoarene (S)-2 and its derivatives (S)-3 to (S)-18 with a spirobiindane scaffold have been synthesized. The evaluation of these new chiral iodoarenes as catalysts in the enantioselective α-tosyloxylation of ketones was performed using m-CPBA as a stoichiometric oxidant, and the synthetically useful α-tosyloxylated ketones were obtained in up to 58% enantiomeric excess (ee).