Rhodium-catalyzed asymmetric hydrogenation of tetrasubstituted beta-acetoxy-alpha-enamido esters and efficient synthesis of droxidopa
A rhodium-catalyzed asymmetric hydrogenation of challenging tetrasubstituted beta-acetoxy-alpha-enamido esters was developed, giving chiral beta-acetoxy-alpha-amido esters in high yields with excellent enantio-selectivities (up to >99% ee). The products could be easily transformed to beta-hydroxy...
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Published in | Chemical communications (Cambridge, England) Vol. 53; no. 58; pp. 8136 - 8139 |
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Main Authors | , , , , |
Format | Journal Article |
Language | English |
Published |
CAMBRIDGE
Royal Soc Chemistry
18.07.2017
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Subjects | |
Online Access | Get full text |
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Summary: | A rhodium-catalyzed asymmetric hydrogenation of challenging tetrasubstituted beta-acetoxy-alpha-enamido esters was developed, giving chiral beta-acetoxy-alpha-amido esters in high yields with excellent enantio-selectivities (up to >99% ee). The products could be easily transformed to beta-hydroxy-alpha-amino acid derivatives which are valuable chiral building blocks and a novel route for the synthesis of droxidopa was also developed. |
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Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 1359-7345 1364-548X |
DOI: | 10.1039/c7cc03902f |