Synlett 1997; 1997(7): 859-861
DOI: 10.1055/s-1997-5773
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The Synthesis of N,N'-O-Trisubstituted Hydroxylamines via a Mild Reductive Alkylation Procedure: An Improved Synthesis of the MMI Backbone

Eric E. Swayze* , Yogesh S. Sanghvi
  • *Department of Midicinal Chemistry, Isis Pharmaceuticals, 2292 Faraday Av., Carlsbad, CA 92008, Fax: (760) 603-0036; Bitnet eswayze@isisph.com
Further Information

Publication History

Publication Date:
31 December 2000 (online)

A mild procedure for the synthesis of N,N',O-trisubstituted hydroxylamines via the reductive alkylation of N,O-disubstituted hydroxylamines with both aldehydes and ketones has been developed. We have applied this reaction to the synthesis of methylene(methylimino) (MMI) linked dimeric nucleosides, which are of potential use in antisense applications.