The synthesis of (-)-cis- and (-)-trans-crobarbatic acid
The synthesis of both cis- and trans-crobarbatic acid is reported. The five-step sequence proceeds in high yield and with control of both relative and absolute stereochemistry. The key step in the synthesis is the Birch reductive alkylation of a chiral furoic acid which sets the absolute stereochemi...
| Main Authors: | , , , , |
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| Format: | Journal article |
| Language: | English |
| Published: |
1999
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| _version_ | 1797062812330098688 |
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| author | Donohoe, T Stevenson, C Helliwell, M Irshad, R Ladduwahetty, T |
| author_facet | Donohoe, T Stevenson, C Helliwell, M Irshad, R Ladduwahetty, T |
| author_sort | Donohoe, T |
| collection | OXFORD |
| description | The synthesis of both cis- and trans-crobarbatic acid is reported. The five-step sequence proceeds in high yield and with control of both relative and absolute stereochemistry. The key step in the synthesis is the Birch reductive alkylation of a chiral furoic acid which sets the absolute stereochemistry of the products. The stereochemistry of the compounds described was proven unambiguously by X-ray crystallography on one synthetic intermediate and on trans-crobarbatic acid. |
| first_indexed | 2024-03-06T20:50:56Z |
| format | Journal article |
| id | oxford-uuid:378ba6ba-84ba-4314-983e-d6f8ec3d3dca |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T20:50:56Z |
| publishDate | 1999 |
| record_format | dspace |
| spelling | oxford-uuid:378ba6ba-84ba-4314-983e-d6f8ec3d3dca2022-03-26T13:44:42ZThe synthesis of (-)-cis- and (-)-trans-crobarbatic acidJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:378ba6ba-84ba-4314-983e-d6f8ec3d3dcaEnglishSymplectic Elements at Oxford1999Donohoe, TStevenson, CHelliwell, MIrshad, RLadduwahetty, TThe synthesis of both cis- and trans-crobarbatic acid is reported. The five-step sequence proceeds in high yield and with control of both relative and absolute stereochemistry. The key step in the synthesis is the Birch reductive alkylation of a chiral furoic acid which sets the absolute stereochemistry of the products. The stereochemistry of the compounds described was proven unambiguously by X-ray crystallography on one synthetic intermediate and on trans-crobarbatic acid. |
| spellingShingle | Donohoe, T Stevenson, C Helliwell, M Irshad, R Ladduwahetty, T The synthesis of (-)-cis- and (-)-trans-crobarbatic acid |
| title | The synthesis of (-)-cis- and (-)-trans-crobarbatic acid |
| title_full | The synthesis of (-)-cis- and (-)-trans-crobarbatic acid |
| title_fullStr | The synthesis of (-)-cis- and (-)-trans-crobarbatic acid |
| title_full_unstemmed | The synthesis of (-)-cis- and (-)-trans-crobarbatic acid |
| title_short | The synthesis of (-)-cis- and (-)-trans-crobarbatic acid |
| title_sort | synthesis of cis and trans crobarbatic acid |
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