Sequential Au/Cu catalysis: a two catalyst one-pot protocol for the enantioselective synthesis of oxazole α-hydroxy esters via intramolecular cyclization/intermolecular Alder-ene Reaction
A convenient protocol for the enantioselective synthesis of oxazole α-hydroxy ester derivatives 4 from readily available propargylamides 1 and alkylglyoxylates 3 was developed. The first step of the one-pot procedure is the selective intramolecular in situ formation of an alkylideneoxazoline 2, whic...
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| Main Authors: | , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
06 April 2018
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| In: |
Advanced synthesis & catalysis
Year: 2018, Volume: 360, Issue: 11, Pages: 2183-2190 |
| ISSN: | 1615-4169 |
| DOI: | 10.1002/adsc.201800246 |
| Online Access: | Verlag, Volltext: http://dx.doi.org/10.1002/adsc.201800246 Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.201800246 
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| Author Notes: | Kumara Swamy Nalivela, Matthias Rudolph, Elham S. Baeissa, Basma G. Alhogbi, Ibraheem A.I. Mkhalid, A. Stephen K. Hashmi |
| Summary: | A convenient protocol for the enantioselective synthesis of oxazole α-hydroxy ester derivatives 4 from readily available propargylamides 1 and alkylglyoxylates 3 was developed. The first step of the one-pot procedure is the selective intramolecular in situ formation of an alkylideneoxazoline 2, which then in an intermolecular reaction is enantioselectively transformed to the oxazole α-hydroxy ester derivatives 4 in quantitative yield and good to excellent enantioselectivity via an asymmetric copper(II)-catalyzed Alder-ene reaction. |
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| Item Description: | Gesehen am 29.08.2018 |
| Physical Description: | Online Resource |
| ISSN: | 1615-4169 |
| DOI: | 10.1002/adsc.201800246 |