A unified strategy for the synthesis of aldohexoses by boronate assisted assembly of CH2X2 derived C1-building blocks
A synthetic strategy for all aldohexoses with individually addressable protecting groups from dihalomethane C1-units is reported. The underlying synthesis of C6-sugar alcohols relies on three consecutive Matteson sequences, vinylation and bishydroxylation. Erythro and threo isomers have been realize...
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Veröffentlicht in: | Chemical science (Cambridge) 2023-09, Vol.14 (36), p.9838-9842 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | A synthetic strategy for all aldohexoses with individually addressable protecting groups from dihalomethane C1-units is reported. The underlying synthesis of C6-sugar alcohols relies on three consecutive Matteson sequences, vinylation and bishydroxylation. Erythro and threo isomers have been realized for every glycol motif by strategic variation of the sequence. |
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ISSN: | 2041-6520 2041-6539 |
DOI: | 10.1039/d3sc03778a |