Biotin – The Chiral Challenge
| Autor: | Werner Bonrath, Reinhard Karge, Thomas Netscher, Felix Roessler, Felix Spindler |
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| Jazyk: | German<br />English<br />French |
| Rok vydání: | 2009 |
| Předmět: | |
| Zdroj: | CHIMIA, Vol 63, Iss 5 (2009) |
| Druh dokumentu: | article |
| ISSN: | 0009-4293 2673-2424 |
| DOI: | 10.2533/chimia.2009.265 |
| Popis: | In this contribution, the first examples of the catalytic highly enantioselective reduction of cyclic meso-anhydrides to lactones and of thioanhydrides to thiolactones are described. The N-benzyl protected key building blocks in the industrial synthesis of (+)-biotin were so far only accessible by usage of expensive reagents in multi-step procedures. In contrast, homogeneous catalytic enantioselective hydrogenation of the corresponding meso-anhydride mediated by a metal phosphane complex proceeds with high optical induction (ee >95%) and excellent yield. The catalytic system provides a generally applicable new method for the preparation of lactones from cyclic anhydrides. |
| Databáze: | Directory of Open Access Journals |
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