An efficient asymmetric synthesis of (-)-lupinine.
The asymmetric synthesis of (-)-lupinine was achieved in 8 steps, 15% overall yield and >99 : 1 dr from commercially available starting materials. The strategy used for the construction of the quinolizidine scaffold involved reaction of an enantiopure tertiary dibenzylamine via two sequential...
| Main Authors: | , , , , , , |
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| Format: | Journal article |
| Language: | English |
| Published: |
Royal Society of Chemistry
2014
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| _version_ | 1797069812913930240 |
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| author | Davies, S Fletcher, A Foster, E Houlsby, I Roberts, P Schofield, T Thomson, J |
| author_facet | Davies, S Fletcher, A Foster, E Houlsby, I Roberts, P Schofield, T Thomson, J |
| author_sort | Davies, S |
| collection | OXFORD |
| description | The asymmetric synthesis of (-)-lupinine was achieved in 8 steps, 15% overall yield and >99 : 1 dr from commercially available starting materials. The strategy used for the construction of the quinolizidine scaffold involved reaction of an enantiopure tertiary dibenzylamine via two sequential ring-closures which both occurred with concomitant N-debenzylation. |
| first_indexed | 2024-03-06T22:29:59Z |
| format | Journal article |
| id | oxford-uuid:57f73666-38a4-4ec8-a5b5-e09a6f238d2d |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T22:29:59Z |
| publishDate | 2014 |
| publisher | Royal Society of Chemistry |
| record_format | dspace |
| spelling | oxford-uuid:57f73666-38a4-4ec8-a5b5-e09a6f238d2d2022-03-26T17:00:01ZAn efficient asymmetric synthesis of (-)-lupinine.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:57f73666-38a4-4ec8-a5b5-e09a6f238d2dEnglishSymplectic Elements at OxfordRoyal Society of Chemistry2014Davies, SFletcher, AFoster, EHoulsby, IRoberts, PSchofield, TThomson, JThe asymmetric synthesis of (-)-lupinine was achieved in 8 steps, 15% overall yield and >99 : 1 dr from commercially available starting materials. The strategy used for the construction of the quinolizidine scaffold involved reaction of an enantiopure tertiary dibenzylamine via two sequential ring-closures which both occurred with concomitant N-debenzylation. |
| spellingShingle | Davies, S Fletcher, A Foster, E Houlsby, I Roberts, P Schofield, T Thomson, J An efficient asymmetric synthesis of (-)-lupinine. |
| title | An efficient asymmetric synthesis of (-)-lupinine. |
| title_full | An efficient asymmetric synthesis of (-)-lupinine. |
| title_fullStr | An efficient asymmetric synthesis of (-)-lupinine. |
| title_full_unstemmed | An efficient asymmetric synthesis of (-)-lupinine. |
| title_short | An efficient asymmetric synthesis of (-)-lupinine. |
| title_sort | efficient asymmetric synthesis of lupinine |
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