A one-pot, reductive amination/6-endo-trig cyclisation for the stereoselective synthesis of 6-substituted-4-oxopipecolic acids |
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| Authors: | Fowler Lindsay S Thomas Lynne H Ellis David Sutherland Andrew |
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| Affiliation: | WestCHEM, School of Chemistry, University of Glasgow, The Joseph Black Building, Glasgow, G12 8QQ, UK. |
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| Abstract: | The first stereoselective synthesis of 2,6-trans-6-substituted-4-oxo-L-pipecolic acids using a tandem reductive amination/6-endo-trig cyclisation process is described. The sequential reduction and cyclisation mediated by sodium cyanoborohydride allowed the preparation of a series of highly functionalised 6-alkyl and 6-aryl analogues. |
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