Enantiopure 2-Substituted Glyceraldehyde Derivatives by Aza-Claisen Rearrangement or C-Alkylation of Enamines
2-Alkyl derivatives of butane-2,3-diacetal (BDA) protected glyceraldehyde were stereoselectively prepared by aza-Claisen rearrangement of N-allyl-enammonium ions or C-alkylation of enamines. This allows rapid and convenient access to densely functionalized chiral building blocks.
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Veröffentlicht in: | Organic letters 2008-10, Vol.10 (20), p.4537-4540 |
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creator | Bridgwood, Katy L Tzschucke, C. Christoph O’Brien, Matthew Wittrock, Sven Goodman, Jonathan M Davies, John E Logan, Angus W. J Hüttl, Matthias R. M Ley, Steven V |
description | 2-Alkyl derivatives of butane-2,3-diacetal (BDA) protected glyceraldehyde were stereoselectively prepared by aza-Claisen rearrangement of N-allyl-enammonium ions or C-alkylation of enamines. This allows rapid and convenient access to densely functionalized chiral building blocks. |
doi_str_mv | 10.1021/ol8018242 |
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title | Enantiopure 2-Substituted Glyceraldehyde Derivatives by Aza-Claisen Rearrangement or C-Alkylation of Enamines |
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