MODEL STUDIES ON THE SYNTHESIS OF PSEUDOMONIC ACIDS
The efficient synthesis of racemic 4α-acetonyl-2∇,3∇-dihydroxycyclohexane-1α-acetanilide (1) from cyclohex-2-enol demonstrates a potential strategy for the control of the stereochemistry of the four contiguous chiral carbon atoms in the pyran ring of pseudomonic acids. An intermediate containing bot...
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| Format: | Journal article |
| Language: | English |
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1982
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| _version_ | 1797094496453787648 |
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| author | Fleet, G Spensley, C |
| author_facet | Fleet, G Spensley, C |
| author_sort | Fleet, G |
| collection | OXFORD |
| description | The efficient synthesis of racemic 4α-acetonyl-2∇,3∇-dihydroxycyclohexane-1α-acetanilide (1) from cyclohex-2-enol demonstrates a potential strategy for the control of the stereochemistry of the four contiguous chiral carbon atoms in the pyran ring of pseudomonic acids. An intermediate containing both a secondary amide and a tertiary amide reacted with methyl lithium to give a product derived from exclusive nucleophilic attack at the tertiary amide. © 1982. |
| first_indexed | 2024-03-07T04:14:52Z |
| format | Journal article |
| id | oxford-uuid:c9178c43-ea99-43ab-b9aa-bd765323593f |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T04:14:52Z |
| publishDate | 1982 |
| record_format | dspace |
| spelling | oxford-uuid:c9178c43-ea99-43ab-b9aa-bd765323593f2022-03-27T06:56:29ZMODEL STUDIES ON THE SYNTHESIS OF PSEUDOMONIC ACIDSJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:c9178c43-ea99-43ab-b9aa-bd765323593fEnglishSymplectic Elements at Oxford1982Fleet, GSpensley, CThe efficient synthesis of racemic 4α-acetonyl-2∇,3∇-dihydroxycyclohexane-1α-acetanilide (1) from cyclohex-2-enol demonstrates a potential strategy for the control of the stereochemistry of the four contiguous chiral carbon atoms in the pyran ring of pseudomonic acids. An intermediate containing both a secondary amide and a tertiary amide reacted with methyl lithium to give a product derived from exclusive nucleophilic attack at the tertiary amide. © 1982. |
| spellingShingle | Fleet, G Spensley, C MODEL STUDIES ON THE SYNTHESIS OF PSEUDOMONIC ACIDS |
| title | MODEL STUDIES ON THE SYNTHESIS OF PSEUDOMONIC ACIDS |
| title_full | MODEL STUDIES ON THE SYNTHESIS OF PSEUDOMONIC ACIDS |
| title_fullStr | MODEL STUDIES ON THE SYNTHESIS OF PSEUDOMONIC ACIDS |
| title_full_unstemmed | MODEL STUDIES ON THE SYNTHESIS OF PSEUDOMONIC ACIDS |
| title_short | MODEL STUDIES ON THE SYNTHESIS OF PSEUDOMONIC ACIDS |
| title_sort | model studies on the synthesis of pseudomonic acids |
| work_keys_str_mv | AT fleetg modelstudiesonthesynthesisofpseudomonicacids AT spensleyc modelstudiesonthesynthesisofpseudomonicacids |