Synthesis and Use of α-Silyl-Substituted α-Hydroxyacetic Acids
Rhodium-catalyzed oxygen transfer was used to generate benzyl 2-silyl-2-oxoacetates in good yields. The hydrogenation of these compounds led to chiral α-silyl-substituted α-hydroxyacetic acids. Resolution by means of HPLC using a chiral stationary phase afforded an enantiomerically pure representati...
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| Veröffentlicht in: | Organic letters 2002-06, Vol.4 (13), p.2265-2267 |
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| container_end_page | 2267 |
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| container_issue | 13 |
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| container_title | Organic letters |
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| creator | Bolm, Carsten Kasyan, Andrey Heider, Peter Saladin, Sandra Drauz, Karlheinz Günther, Kurt Wagner, Christoph |
| description | Rhodium-catalyzed oxygen transfer was used to generate benzyl 2-silyl-2-oxoacetates in good yields. The hydrogenation of these compounds led to chiral α-silyl-substituted α-hydroxyacetic acids. Resolution by means of HPLC using a chiral stationary phase afforded an enantiomerically pure representative of this class of compounds, which was successfully applied as a chiral ligand in an asymmetric aldol-type reaction. |
| doi_str_mv | 10.1021/ol025911n |
| format | Article |
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| ispartof | Organic letters, 2002-06, Vol.4 (13), p.2265-2267 |
| issn | 1523-7060 1523-7052 |
| language | eng |
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| source | MEDLINE; ACS Publications |
| subjects | Biological Factors - chemical synthesis Catalysis Crystallography, X-Ray Glycolates - chemical synthesis Ligands Molecular Structure Silanes - chemistry |
| title | Synthesis and Use of α-Silyl-Substituted α-Hydroxyacetic Acids |
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