The direct introduction of carbonates α to carbonyl groups

Hall, Adrian and Jones, Kerri L. and Jones, Teyrnon C. and Killeen, Niall M. and Porzig, Robert and Taylor, Paul H. and Yau, Sze Chak and Tomkinson, Nicholas C. O. (2006) The direct introduction of carbonates α to carbonyl groups. Synlett (20). pp. 3435-3438. ISSN 0936-5214 (https://doi.org/10.1055/s-2006-956473)

Abstract

The first method for the direct formation of α-oxycarbonates from both aldehydes and ketones is described. N-Methyl-O-alkoxyformate hydroxylamine hydrochloride reagents can be prepd. in two high-yielding steps from N-Boc-N-methylhydroxylamine and were found to be bench stable. These were reacted with a variety of carbonyl compds. to give the corresponding α-functionalized products in 48-98% isolated yield via a proposed [3,3]-sigmatropic rearrangement.

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• Item metadata

  Item type:	Article
  ID code:	34186
  Dates:	Date Event 2006 Published
  Subjects:	Science > Chemistry
  Department:	Faculty of Science > Pure and Applied Chemistry
  Depositing user:	Pure Administrator
  Date deposited:	20 Oct 2011 13:57
  Last modified:	08 Apr 2024 19:29
  URI:	https://strathprints.strath.ac.uk/id/eprint/34186