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1,8‐Diazabicyclo[5.4.0]undec‐7‐ene: A Remarkable Base in the Debromination of 4‐ or 5‐Substituted N‐Benzyl α‐Bromo‐α‐p‐Toluenesulfonylglutarimide
Authors:Meng‐Yang Chang  John  Yi‐Chung Lin  Shui‐Tein Chen  Nein‐Chen Chang
Abstract:Debromination of N‐benzyl 4‐ or 5‐substituted α‐bromo‐α‐p‐toluenesulfonylglutarimides is achieved with 1,8‐diazabicyclo5.4.0]undec‐7‐ene (DBU) to give the N‐benzyl 4‐ or 5‐substituted α‐p‐toluenesulfonylglutarimides. The DBU/THF system is applied to a new methodology for the synthesis of bicyclic glutarimide skeleton in moderate yields.
Keywords:1  8‐Diazabicyclo[5  4  0]undec‐7‐ene  Debromination  N‐Bromosuccinimide  Bromination  Glutarimide
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