Organocatalytic decarboxylative aldol reaction of β-ketoacids with α-ketophosphonates en route to the enantioselective synthesis of tertiary α-hydroxyphosphonates
The first example of an asymmetric organocatalyzed decarboxylative aldol reaction of β-ketoacids (aroylacetic acids) with α-ketophosphonates that produces a quaternary chiral centre has been developed. A quinidine based bifunctional urea derivative was identified as the preferred catalyst affording...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2017-05, Vol.15 (18), p.3869-3873 |
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| container_title | Organic & biomolecular chemistry |
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| creator | Vamisetti, Ganga B Chowdhury, Raghunath Ghosh, Sunil K |
| description | The first example of an asymmetric organocatalyzed decarboxylative aldol reaction of β-ketoacids (aroylacetic acids) with α-ketophosphonates that produces a quaternary chiral centre has been developed. A quinidine based bifunctional urea derivative was identified as the preferred catalyst affording γ-aroyl tertiary α-hydroxyphosphonates in good yield and enantioselectivity. The
P NMR spectroscopic study was performed to shed light on the reaction mechanism. |
| doi_str_mv | 10.1039/c7ob00796e |
| format | Article |
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| source | Royal Society Of Chemistry Journals; Alma/SFX Local Collection |
| title | Organocatalytic decarboxylative aldol reaction of β-ketoacids with α-ketophosphonates en route to the enantioselective synthesis of tertiary α-hydroxyphosphonates |
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