Organic letters

Ketonitrones via cope-type hydroamination of allenes

…, JY Pfeiffer, SI Gorelsky, AM Beauchemin

文献索引：Moran, Joseph; Pfeiffer, Jennifer Y.; Gorelsky, Serge I.; Beauchemin, Andre M. Organic Letters, 2009 , vol. 11, # 9 p. 1895 - 1898

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被引用次数: 26

摘要

The synthesis of ketonitrones from N-alkylhydroxylamines and monosubstituted allenes is accomplished via a Cope-type hydroamination reaction in moderate to good yields. Allenes also undergo a similar reaction with aqueous hydroxylamine to give oximes in excellent yield. DFT calculations support a proposed concerted, five-membered hydroamination process, and calculated transition state energies are in excellent agreement with ...