Synthesis of alpha-kainic acid from a 7-azabicyclo[2.2.1]heptadiene by tandem radical addition-homoallylic radical rearrangement.
Reductive radical addition of 2-iodoethanol to N-Boc 2-tosyl-7-azabicyclo[2.2.1]heptadiene gives N-Boc syn-7-(2-hydroxyethyl)-4-tosyl-2-azabicyclo[2.2.1]hept-5-ene, which is converted into the neuroexcitants 3-(carboxymethyl)pyrrolidine-2,4-dicarboxylic acid and alpha-kainic acid. [structure: see te...
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| Format: | Journal article |
| Language: | English |
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2005
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| _version_ | 1797076733133848576 |
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| author | Hodgson, D Hachisu, S Andrews, MD |
| author_facet | Hodgson, D Hachisu, S Andrews, MD |
| author_sort | Hodgson, D |
| collection | OXFORD |
| description | Reductive radical addition of 2-iodoethanol to N-Boc 2-tosyl-7-azabicyclo[2.2.1]heptadiene gives N-Boc syn-7-(2-hydroxyethyl)-4-tosyl-2-azabicyclo[2.2.1]hept-5-ene, which is converted into the neuroexcitants 3-(carboxymethyl)pyrrolidine-2,4-dicarboxylic acid and alpha-kainic acid. [structure: see text] |
| first_indexed | 2024-03-07T00:07:58Z |
| format | Journal article |
| id | oxford-uuid:7834b220-e16f-4f82-908d-658f99e7b8b1 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T00:07:58Z |
| publishDate | 2005 |
| record_format | dspace |
| spelling | oxford-uuid:7834b220-e16f-4f82-908d-658f99e7b8b12022-03-26T20:29:10ZSynthesis of alpha-kainic acid from a 7-azabicyclo[2.2.1]heptadiene by tandem radical addition-homoallylic radical rearrangement.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:7834b220-e16f-4f82-908d-658f99e7b8b1EnglishSymplectic Elements at Oxford2005Hodgson, DHachisu, SAndrews, MDReductive radical addition of 2-iodoethanol to N-Boc 2-tosyl-7-azabicyclo[2.2.1]heptadiene gives N-Boc syn-7-(2-hydroxyethyl)-4-tosyl-2-azabicyclo[2.2.1]hept-5-ene, which is converted into the neuroexcitants 3-(carboxymethyl)pyrrolidine-2,4-dicarboxylic acid and alpha-kainic acid. [structure: see text] |
| spellingShingle | Hodgson, D Hachisu, S Andrews, MD Synthesis of alpha-kainic acid from a 7-azabicyclo[2.2.1]heptadiene by tandem radical addition-homoallylic radical rearrangement. |
| title | Synthesis of alpha-kainic acid from a 7-azabicyclo[2.2.1]heptadiene by tandem radical addition-homoallylic radical rearrangement. |
| title_full | Synthesis of alpha-kainic acid from a 7-azabicyclo[2.2.1]heptadiene by tandem radical addition-homoallylic radical rearrangement. |
| title_fullStr | Synthesis of alpha-kainic acid from a 7-azabicyclo[2.2.1]heptadiene by tandem radical addition-homoallylic radical rearrangement. |
| title_full_unstemmed | Synthesis of alpha-kainic acid from a 7-azabicyclo[2.2.1]heptadiene by tandem radical addition-homoallylic radical rearrangement. |
| title_short | Synthesis of alpha-kainic acid from a 7-azabicyclo[2.2.1]heptadiene by tandem radical addition-homoallylic radical rearrangement. |
| title_sort | synthesis of alpha kainic acid from a 7 azabicyclo 2 2 1 heptadiene by tandem radical addition homoallylic radical rearrangement |
| work_keys_str_mv | AT hodgsond synthesisofalphakainicacidfroma7azabicyclo221heptadienebytandemradicaladditionhomoallylicradicalrearrangement AT hachisus synthesisofalphakainicacidfroma7azabicyclo221heptadienebytandemradicaladditionhomoallylicradicalrearrangement AT andrewsmd synthesisofalphakainicacidfroma7azabicyclo221heptadienebytandemradicaladditionhomoallylicradicalrearrangement |