The Journal of Organic Chemistry

Synthesis and reactions of iodo lactams

S Knapp, AT Levorse

Index: Knapp, Spencer; Levorse, Anthony T. Journal of Organic Chemistry, 1988 , vol. 53, # 17 p. 4006 - 4014

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Citation Number: 134

Abstract

The synthesis of a series of iodo lactams has been achieved by a new cyclization method that depends on generating N, O-bis (trimethylsily1) imidate derivatives as intermediates. Treatment of an unsaturated amide with trimethylsilyl triflate in pentane and then iodine in tetrahydrofuran gives the iodo lactam. Some reactions of this new difunctional group with bases, nucleophiles, and Michael acceptors leading to functionalized or elaborated ...

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