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 | Zendy

Chang MengYang | Zendy; Lin John, YiChung | Zendy; Chen ShuiTein | Zendy; Chang NeinChen | Zendy

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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

Author(s) -

Chang MengYang,

Lin John, YiChung,

Chen ShuiTein,

Chang NeinChen

Publication year - 2002

Publication title -

journal of the chinese chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.329

H-Index - 45

eISSN - 2192-6549

pISSN - 0009-4536

DOI - 10.1002/jccs.200200145

Subject(s) - chemistry , bicyclic molecule , ene reaction , base (topology) , medicinal chemistry , stereochemistry , mathematical analysis , mathematics

Debromination of N ‐benzyl 4‐ or 5‐substituted α‐bromo‐α‐ p ‐toluenesulfonylglutarimides is achieved with 1,8‐diazabicyclo[5.4.0]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.

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