Tandem oxime formation - epoxide ring opening sequences for the preparation of oxazines related to the trichodermamides

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Abstract

A mild and straightforward method for the preparation of 4H-5,6-dihydro-1,2-oxazines from keto-epoxides via cyclisation of the intermediate oximes is reported, as is a preparative route to 3-amino-7,8-dimethoxychromen-2-one; these procedures were then employed to prepare a novel analogue of trichodermamide natural products. (c) 2007 Elsevier Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)5201-5204
Number of pages4
JournalTetrahedron Letters
Volume48
Issue number30
DOIs
Publication statusPublished - 23 Jul 2007

Keywords

  • X=Y-ZH SYSTEMS
  • POTENTIAL 1,3-DIPOLES
  • CYCLOADDITION
  • STEREOSELECTIVITY
  • REARRANGEMENT
  • DERIVATIVES
  • DIPEPTIDES
  • NITRONES
  • STRAIN

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