Novel chiral hydroxylamines for the asymmetric α-functionalisation of carbonyl compounds.

Knowles, Deborah A. and Matthews, Christopher J. and Tomkinson, Nicholas C. O. (2008) Novel chiral hydroxylamines for the asymmetric α-functionalisation of carbonyl compounds. In: UNSPECIFIED.

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Abstract

We have recently reported a family of hydroxylamine based reagents for the α-oxyacylation, α-oxycarbonylation, α-oxycarbamoylation and α-oxytosylation of carbonyl compds. These reagents have been shown to react with both aldehydes and ketones to generate α-functionalised products under mild, practical conditions in good to excellent yields (Figure 1). It is believed that each of these transformations proceed via a common [3,3]-sigmatropic rearrangement process, which revealed the opportunity to develop asym. variants of each reaction which would significantly add to the synthetic chemist's tool box. This poster will describe the development of asym. variants of these reactions through introduction of chirality in the generic reagent 1 at the nitrogen substituent (R3), oxygen substituent (R4) and the co-acid (HX). [on SciFinder(R)]

ORCID iDs

Knowles, Deborah A., Matthews, Christopher J. and Tomkinson, Nicholas C. O. ORCID logoORCID: https://orcid.org/0000-0002-5509-0133;
  • Item type:Conference or Workshop Item(Other)
    ID code:34175
    Dates:
    Date
    Event
    2008
    Published
    Notes:M1 - Copyright (C) 2011 American Chemical Society (ACS). All Rights Reserved. CAPLUS AN 2008:954467(Conference; Meeting Abstract; Computer Optical Disk)
    Subjects:UNSPECIFIED
    Department:Faculty of Science > Pure and Applied Chemistry
    Depositing user: Pure Administrator
    Date deposited:20 Oct 2011 14:15
    Last modified:11 Nov 2024 16:31
    URI:https://strathprints.strath.ac.uk/id/eprint/34175
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