Asymmetric syntheses of enantiopure C(5)-substituted transpentacins via diastereoselective Ireland-Claisen rearrangements.
Asymmetric syntheses of (S,S,S)-2-amino-5-methylcyclopentanecarboxylic acid and (S,S,S)-2-amino-5-phenylcyclopentanecarboxylic acid were achieved in 9 steps from commercially available starting materials via the Ireland-Claisen rearrangement of two enantiopure β-amino allyl esters, followed by ring-...
| Main Authors: | , , , , |
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| Format: | Journal article |
| Language: | English |
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2013
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| _version_ | 1826294671410724864 |
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| author | Davies, S Fletcher, A Roberts, P Thomson, J Zammit, C |
| author_facet | Davies, S Fletcher, A Roberts, P Thomson, J Zammit, C |
| author_sort | Davies, S |
| collection | OXFORD |
| description | Asymmetric syntheses of (S,S,S)-2-amino-5-methylcyclopentanecarboxylic acid and (S,S,S)-2-amino-5-phenylcyclopentanecarboxylic acid were achieved in 9 steps from commercially available starting materials via the Ireland-Claisen rearrangement of two enantiopure β-amino allyl esters, followed by ring-closing metathesis, reduction and deprotection. |
| first_indexed | 2024-03-07T03:49:17Z |
| format | Journal article |
| id | oxford-uuid:c0a792d2-ea21-45c3-b50a-9335de9468c3 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T03:49:17Z |
| publishDate | 2013 |
| record_format | dspace |
| spelling | oxford-uuid:c0a792d2-ea21-45c3-b50a-9335de9468c32022-03-27T05:55:56ZAsymmetric syntheses of enantiopure C(5)-substituted transpentacins via diastereoselective Ireland-Claisen rearrangements.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:c0a792d2-ea21-45c3-b50a-9335de9468c3EnglishSymplectic Elements at Oxford2013Davies, SFletcher, ARoberts, PThomson, JZammit, CAsymmetric syntheses of (S,S,S)-2-amino-5-methylcyclopentanecarboxylic acid and (S,S,S)-2-amino-5-phenylcyclopentanecarboxylic acid were achieved in 9 steps from commercially available starting materials via the Ireland-Claisen rearrangement of two enantiopure β-amino allyl esters, followed by ring-closing metathesis, reduction and deprotection. |
| spellingShingle | Davies, S Fletcher, A Roberts, P Thomson, J Zammit, C Asymmetric syntheses of enantiopure C(5)-substituted transpentacins via diastereoselective Ireland-Claisen rearrangements. |
| title | Asymmetric syntheses of enantiopure C(5)-substituted transpentacins via diastereoselective Ireland-Claisen rearrangements. |
| title_full | Asymmetric syntheses of enantiopure C(5)-substituted transpentacins via diastereoselective Ireland-Claisen rearrangements. |
| title_fullStr | Asymmetric syntheses of enantiopure C(5)-substituted transpentacins via diastereoselective Ireland-Claisen rearrangements. |
| title_full_unstemmed | Asymmetric syntheses of enantiopure C(5)-substituted transpentacins via diastereoselective Ireland-Claisen rearrangements. |
| title_short | Asymmetric syntheses of enantiopure C(5)-substituted transpentacins via diastereoselective Ireland-Claisen rearrangements. |
| title_sort | asymmetric syntheses of enantiopure c 5 substituted transpentacins via diastereoselective ireland claisen rearrangements |
| work_keys_str_mv | AT daviess asymmetricsynthesesofenantiopurec5substitutedtranspentacinsviadiastereoselectiveirelandclaisenrearrangements AT fletchera asymmetricsynthesesofenantiopurec5substitutedtranspentacinsviadiastereoselectiveirelandclaisenrearrangements AT robertsp asymmetricsynthesesofenantiopurec5substitutedtranspentacinsviadiastereoselectiveirelandclaisenrearrangements AT thomsonj asymmetricsynthesesofenantiopurec5substitutedtranspentacinsviadiastereoselectiveirelandclaisenrearrangements AT zammitc asymmetricsynthesesofenantiopurec5substitutedtranspentacinsviadiastereoselectiveirelandclaisenrearrangements |