Reaction of silyl ketene acetals with N-trimethylsilyl imines: a route to N-unsubstituted azetidin-2-ones
EW Colvin, DG McGarry
Index: Colvin, Ernest W.; McGarry, Daniel G. Journal of the Chemical Society, Chemical Communications, 1985 , # 9 p. 539 - 540
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Citation Number: 32
Abstract
Reaction of N-trimethylsilyl imines with silyl ketene acetals in the presence of fn12 and t-butyl alcohol, followed by treatment in situ of the intermediate N-silyl f3-aminoesters with MeMgBr, leads to N-unsubstituted azetidin-2-ones in good yield. ... N-Unsubstituted azetidin-Zones offer major synthetic oppor- tunities in the synthesis of p-lactam antibiotics such as the carbapenems and penams' and the monobactams.2 Routes to such potentially valuable intermediates ...
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