Highly stereoselective intermolecular oxy-michael addition reaction to alpha,beta-unsaturated malonate esters.
[reaction: see text] The highly diastereoselective oxy-Michael addition of the "naked" anion of (6S)-methyl delta lactol to alkylidiene-, arylidene-, and heteroarylidenemalonate derivatives leading to the direct formation of THP-protected beta-hydroxy ester derivatives is described. Subseq...
| Main Authors: | , , |
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| Format: | Journal article |
| Sprog: | English |
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2004
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| _version_ | 1826265449961095168 |
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| author | Buchanan, D Dixon, D Hernandez-Juan, F |
| author_facet | Buchanan, D Dixon, D Hernandez-Juan, F |
| author_sort | Buchanan, D |
| collection | OXFORD |
| description | [reaction: see text] The highly diastereoselective oxy-Michael addition of the "naked" anion of (6S)-methyl delta lactol to alkylidiene-, arylidene-, and heteroarylidenemalonate derivatives leading to the direct formation of THP-protected beta-hydroxy ester derivatives is described. Subsequent acid-mediated deprotection affords the enantioenriched aldol products in quantitative yields. |
| first_indexed | 2024-03-06T20:23:53Z |
| format | Journal article |
| id | oxford-uuid:2ec000da-07ee-4d6b-b694-6a7ddfa1a6cc |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T20:23:53Z |
| publishDate | 2004 |
| record_format | dspace |
| spelling | oxford-uuid:2ec000da-07ee-4d6b-b694-6a7ddfa1a6cc2022-03-26T12:50:48ZHighly stereoselective intermolecular oxy-michael addition reaction to alpha,beta-unsaturated malonate esters.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:2ec000da-07ee-4d6b-b694-6a7ddfa1a6ccEnglishSymplectic Elements at Oxford2004Buchanan, DDixon, DHernandez-Juan, F[reaction: see text] The highly diastereoselective oxy-Michael addition of the "naked" anion of (6S)-methyl delta lactol to alkylidiene-, arylidene-, and heteroarylidenemalonate derivatives leading to the direct formation of THP-protected beta-hydroxy ester derivatives is described. Subsequent acid-mediated deprotection affords the enantioenriched aldol products in quantitative yields. |
| spellingShingle | Buchanan, D Dixon, D Hernandez-Juan, F Highly stereoselective intermolecular oxy-michael addition reaction to alpha,beta-unsaturated malonate esters. |
| title | Highly stereoselective intermolecular oxy-michael addition reaction to alpha,beta-unsaturated malonate esters. |
| title_full | Highly stereoselective intermolecular oxy-michael addition reaction to alpha,beta-unsaturated malonate esters. |
| title_fullStr | Highly stereoselective intermolecular oxy-michael addition reaction to alpha,beta-unsaturated malonate esters. |
| title_full_unstemmed | Highly stereoselective intermolecular oxy-michael addition reaction to alpha,beta-unsaturated malonate esters. |
| title_short | Highly stereoselective intermolecular oxy-michael addition reaction to alpha,beta-unsaturated malonate esters. |
| title_sort | highly stereoselective intermolecular oxy michael addition reaction to alpha beta unsaturated malonate esters |
| work_keys_str_mv | AT buchanand highlystereoselectiveintermolecularoxymichaeladditionreactiontoalphabetaunsaturatedmalonateesters AT dixond highlystereoselectiveintermolecularoxymichaeladditionreactiontoalphabetaunsaturatedmalonateesters AT hernandezjuanf highlystereoselectiveintermolecularoxymichaeladditionreactiontoalphabetaunsaturatedmalonateesters |