Application of the chiral auxiliary [(eta(5)-C5H5)Fe(CO)(PPh(3))] to the stereoselective formation of 4-substituted-1,4-dihydronicotinoyl complexes
In solution regio-and stereoselective additions of nucleophiles to (RS)-[(η5-C5H5)Fe(CO) (PPh3)CO-3-pyridyl] (1) occur at C-4 to give the corresponding nitrogen-stabilised anions. Subsequent quenching of these anions by a proton, a chloroformate or dimethyl sulfate gives the corresponding 1,4-dihydr...
| Päätekijät: | , , , , , |
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| Aineistotyyppi: | Journal article |
| Kieli: | English |
| Julkaistu: |
1996
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| _version_ | 1826306240686325760 |
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| author | Beckett, R Burgess, V Davies, S Krippner, G Sutton, K Whittaker, M |
| author_facet | Beckett, R Burgess, V Davies, S Krippner, G Sutton, K Whittaker, M |
| author_sort | Beckett, R |
| collection | OXFORD |
| description | In solution regio-and stereoselective additions of nucleophiles to (RS)-[(η5-C5H5)Fe(CO) (PPh3)CO-3-pyridyl] (1) occur at C-4 to give the corresponding nitrogen-stabilised anions. Subsequent quenching of these anions by a proton, a chloroformate or dimethyl sulfate gives the corresponding 1,4-dihydropyridine complexes as single diastereoisomers. The predicted stereochemical course of the nucleophilic additions is confirmed by a single crystal X-ray structure determination of (Fe-RS,4-RS)-[(η5-C5H5)Fe(CO) (PPh3)CO-3-(N-methoxycarbonyl-4-methyl-1,4-dihydropyridyl)]. |
| first_indexed | 2024-03-07T06:44:57Z |
| format | Journal article |
| id | oxford-uuid:fa8f4af7-2020-41e7-ab90-cbf15a4228ce |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T06:44:57Z |
| publishDate | 1996 |
| record_format | dspace |
| spelling | oxford-uuid:fa8f4af7-2020-41e7-ab90-cbf15a4228ce2022-03-27T13:06:46ZApplication of the chiral auxiliary [(eta(5)-C5H5)Fe(CO)(PPh(3))] to the stereoselective formation of 4-substituted-1,4-dihydronicotinoyl complexesJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:fa8f4af7-2020-41e7-ab90-cbf15a4228ceEnglishSymplectic Elements at Oxford1996Beckett, RBurgess, VDavies, SKrippner, GSutton, KWhittaker, MIn solution regio-and stereoselective additions of nucleophiles to (RS)-[(η5-C5H5)Fe(CO) (PPh3)CO-3-pyridyl] (1) occur at C-4 to give the corresponding nitrogen-stabilised anions. Subsequent quenching of these anions by a proton, a chloroformate or dimethyl sulfate gives the corresponding 1,4-dihydropyridine complexes as single diastereoisomers. The predicted stereochemical course of the nucleophilic additions is confirmed by a single crystal X-ray structure determination of (Fe-RS,4-RS)-[(η5-C5H5)Fe(CO) (PPh3)CO-3-(N-methoxycarbonyl-4-methyl-1,4-dihydropyridyl)]. |
| spellingShingle | Beckett, R Burgess, V Davies, S Krippner, G Sutton, K Whittaker, M Application of the chiral auxiliary [(eta(5)-C5H5)Fe(CO)(PPh(3))] to the stereoselective formation of 4-substituted-1,4-dihydronicotinoyl complexes |
| title | Application of the chiral auxiliary [(eta(5)-C5H5)Fe(CO)(PPh(3))] to the stereoselective formation of 4-substituted-1,4-dihydronicotinoyl complexes |
| title_full | Application of the chiral auxiliary [(eta(5)-C5H5)Fe(CO)(PPh(3))] to the stereoselective formation of 4-substituted-1,4-dihydronicotinoyl complexes |
| title_fullStr | Application of the chiral auxiliary [(eta(5)-C5H5)Fe(CO)(PPh(3))] to the stereoselective formation of 4-substituted-1,4-dihydronicotinoyl complexes |
| title_full_unstemmed | Application of the chiral auxiliary [(eta(5)-C5H5)Fe(CO)(PPh(3))] to the stereoselective formation of 4-substituted-1,4-dihydronicotinoyl complexes |
| title_short | Application of the chiral auxiliary [(eta(5)-C5H5)Fe(CO)(PPh(3))] to the stereoselective formation of 4-substituted-1,4-dihydronicotinoyl complexes |
| title_sort | application of the chiral auxiliary eta 5 c5h5 fe co pph 3 to the stereoselective formation of 4 substituted 1 4 dihydronicotinoyl complexes |
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