Rapid stereoselective syntheses of heteroarene-fused azacycles via diastereoselective conjugate addition of heteroaryl substituted lithium amides
Conjugate addition of heteroaryl substituted lithium amides to a range of α,β-unsaturated esters followed by in situ enolate oxidation with (–)-(camphorsulfonyl)oxaziridine gave the corresponding α-hydroxy-β-amino esters. Subsequent Friedel-Crafts type cyclisation of these α-hydroxy-β-amino esters g...
| Main Authors: | , , , , , |
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| Format: | Journal article |
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Japan Institute of Heterocyclic Chemistry
2018
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| _version_ | 1826282500297588736 |
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| author | Davies, S Fletcher, A Holder, K Roberts, P Thomson, J Zimmer, D |
| author_facet | Davies, S Fletcher, A Holder, K Roberts, P Thomson, J Zimmer, D |
| author_sort | Davies, S |
| collection | OXFORD |
| description | Conjugate addition of heteroaryl substituted lithium amides to a range of α,β-unsaturated esters followed by in situ enolate oxidation with (–)-(camphorsulfonyl)oxaziridine gave the corresponding α-hydroxy-β-amino esters. Subsequent Friedel-Crafts type cyclisation of these α-hydroxy-β-amino esters gave a range of heteroarene-fused azacycles in good yields and high diastereoselectivities. |
| first_indexed | 2024-03-07T00:44:47Z |
| format | Journal article |
| id | oxford-uuid:843bf7cb-31f1-4dcf-b0a0-784f29fc66a0 |
| institution | University of Oxford |
| last_indexed | 2024-03-07T00:44:47Z |
| publishDate | 2018 |
| publisher | Japan Institute of Heterocyclic Chemistry |
| record_format | dspace |
| spelling | oxford-uuid:843bf7cb-31f1-4dcf-b0a0-784f29fc66a02022-03-26T21:49:55ZRapid stereoselective syntheses of heteroarene-fused azacycles via diastereoselective conjugate addition of heteroaryl substituted lithium amidesJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:843bf7cb-31f1-4dcf-b0a0-784f29fc66a0Symplectic Elements at OxfordJapan Institute of Heterocyclic Chemistry2018Davies, SFletcher, AHolder, KRoberts, PThomson, JZimmer, DConjugate addition of heteroaryl substituted lithium amides to a range of α,β-unsaturated esters followed by in situ enolate oxidation with (–)-(camphorsulfonyl)oxaziridine gave the corresponding α-hydroxy-β-amino esters. Subsequent Friedel-Crafts type cyclisation of these α-hydroxy-β-amino esters gave a range of heteroarene-fused azacycles in good yields and high diastereoselectivities. |
| spellingShingle | Davies, S Fletcher, A Holder, K Roberts, P Thomson, J Zimmer, D Rapid stereoselective syntheses of heteroarene-fused azacycles via diastereoselective conjugate addition of heteroaryl substituted lithium amides |
| title | Rapid stereoselective syntheses of heteroarene-fused azacycles via diastereoselective conjugate addition of heteroaryl substituted lithium amides |
| title_full | Rapid stereoselective syntheses of heteroarene-fused azacycles via diastereoselective conjugate addition of heteroaryl substituted lithium amides |
| title_fullStr | Rapid stereoselective syntheses of heteroarene-fused azacycles via diastereoselective conjugate addition of heteroaryl substituted lithium amides |
| title_full_unstemmed | Rapid stereoselective syntheses of heteroarene-fused azacycles via diastereoselective conjugate addition of heteroaryl substituted lithium amides |
| title_short | Rapid stereoselective syntheses of heteroarene-fused azacycles via diastereoselective conjugate addition of heteroaryl substituted lithium amides |
| title_sort | rapid stereoselective syntheses of heteroarene fused azacycles via diastereoselective conjugate addition of heteroaryl substituted lithium amides |
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