Oxidative cyclization of diols derived from 1,5-dienes: formation of enantiopure cis-tetrahydrofurans by using catalytic osmium tetroxide; formal synthesis of (+)-cis-solamin.
(Chemical Equation Presented) High yields and high levels of stereocontrol are observed in the oxidative cyclization of vicinal diols using catalytic amounts of a transition metal (see scheme; TFA = trifluoroacetic acid). The product stereochemistry is controlled completely by the starting material,...
| المؤلفون الرئيسيون: | , |
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| التنسيق: | Journal article |
| اللغة: | English |
| منشور في: |
2005
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| _version_ | 1826304572832874496 |
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| author | Donohoe, T Butterworth, S |
| author_facet | Donohoe, T Butterworth, S |
| author_sort | Donohoe, T |
| collection | OXFORD |
| description | (Chemical Equation Presented) High yields and high levels of stereocontrol are observed in the oxidative cyclization of vicinal diols using catalytic amounts of a transition metal (see scheme; TFA = trifluoroacetic acid). The product stereochemistry is controlled completely by the starting material, and, importantly, single enantiomers can be accessed readily. The reaction sequence is demonstrated in a very short formal synthesis of the natural product (+)-cis-solamin. © 2005 Wiley-VCH Verlag GmbH and Co. KGaA. |
| first_indexed | 2024-03-07T06:19:52Z |
| format | Journal article |
| id | oxford-uuid:f25d371a-eda2-472d-904c-bb9b2d9fbd60 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T06:19:52Z |
| publishDate | 2005 |
| record_format | dspace |
| spelling | oxford-uuid:f25d371a-eda2-472d-904c-bb9b2d9fbd602022-03-27T12:03:07ZOxidative cyclization of diols derived from 1,5-dienes: formation of enantiopure cis-tetrahydrofurans by using catalytic osmium tetroxide; formal synthesis of (+)-cis-solamin.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:f25d371a-eda2-472d-904c-bb9b2d9fbd60EnglishSymplectic Elements at Oxford2005Donohoe, TButterworth, S(Chemical Equation Presented) High yields and high levels of stereocontrol are observed in the oxidative cyclization of vicinal diols using catalytic amounts of a transition metal (see scheme; TFA = trifluoroacetic acid). The product stereochemistry is controlled completely by the starting material, and, importantly, single enantiomers can be accessed readily. The reaction sequence is demonstrated in a very short formal synthesis of the natural product (+)-cis-solamin. © 2005 Wiley-VCH Verlag GmbH and Co. KGaA. |
| spellingShingle | Donohoe, T Butterworth, S Oxidative cyclization of diols derived from 1,5-dienes: formation of enantiopure cis-tetrahydrofurans by using catalytic osmium tetroxide; formal synthesis of (+)-cis-solamin. |
| title | Oxidative cyclization of diols derived from 1,5-dienes: formation of enantiopure cis-tetrahydrofurans by using catalytic osmium tetroxide; formal synthesis of (+)-cis-solamin. |
| title_full | Oxidative cyclization of diols derived from 1,5-dienes: formation of enantiopure cis-tetrahydrofurans by using catalytic osmium tetroxide; formal synthesis of (+)-cis-solamin. |
| title_fullStr | Oxidative cyclization of diols derived from 1,5-dienes: formation of enantiopure cis-tetrahydrofurans by using catalytic osmium tetroxide; formal synthesis of (+)-cis-solamin. |
| title_full_unstemmed | Oxidative cyclization of diols derived from 1,5-dienes: formation of enantiopure cis-tetrahydrofurans by using catalytic osmium tetroxide; formal synthesis of (+)-cis-solamin. |
| title_short | Oxidative cyclization of diols derived from 1,5-dienes: formation of enantiopure cis-tetrahydrofurans by using catalytic osmium tetroxide; formal synthesis of (+)-cis-solamin. |
| title_sort | oxidative cyclization of diols derived from 1 5 dienes formation of enantiopure cis tetrahydrofurans by using catalytic osmium tetroxide formal synthesis of cis solamin |
| work_keys_str_mv | AT donohoet oxidativecyclizationofdiolsderivedfrom15dienesformationofenantiopurecistetrahydrofuransbyusingcatalyticosmiumtetroxideformalsynthesisofcissolamin AT butterworths oxidativecyclizationofdiolsderivedfrom15dienesformationofenantiopurecistetrahydrofuransbyusingcatalyticosmiumtetroxideformalsynthesisofcissolamin |