… Diastereoselective Arylation of (S)-Mandelic Acid Enolate: Enantioselective Synthesis of Substituted (R)-3-Hydroxy-3-phenyloxindoles and (R)-Benzylic Acids and …

S Barroso, G Blay, L Cardona, I Fernández…

文献索引：Barroso, Santiago; Blay, Gonzalo; Cardona, Luz; Fernandez, Isabel; Garcia, Begona; Pedro, Jose R. Journal of Organic Chemistry, 2004 , vol. 69, # 20 p. 6821 - 6829

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被引用次数: 38

摘要

An easy access to substituted (R)-3-hydroxy-3-phenyloxindoles,(R)-benzylic acids, and benzophenones is described. The reaction of the lithium enolate of the (2 S, 5 S)-cis-1, 3- dioxolan-4-one derived from optically active (S)-mandelic acid and pivalaldehyde with several o-and p-halonitrobenzenes proceeds readily to give the corresponding arylation products in good yields and diastereoselectivities. The reduction of the nitro group with Zn/ ...