Synthesis of allenes by 1,2-elimination
Allenes represent an extremely important class of organic molecules, which, as a result of their twisted orthogonal π-systems can possess axial chirality. A wide array of methods for allene synthesis have been reported, such as the substitution of propargylic electrophiles, isomerization of alkynes...
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| Materialtyp: | Journal article |
| Språk: | English |
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Bentham Science Publishers
2019
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| _version_ | 1826282669418217472 |
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| author | Armstrong, RJ |
| author_facet | Armstrong, RJ |
| author_sort | Armstrong, RJ |
| collection | OXFORD |
| description | Allenes represent an extremely important class of organic molecules, which, as a result of their twisted orthogonal π-systems can possess axial chirality. A wide array of methods for allene synthesis have been reported, such as the substitution of propargylic electrophiles, isomerization of alkynes and sigmatropic rearrangement. An alternative approach for the synthesis of allenes is 1,2-elimination of an appropriately substituted precursor. This mini-review highlights recent examples of 1,2-elimination processes, which target allenes including both polar and radical processes. The main focus is upon how control over the stereospecificity (e.g. syn- or anti-) of the 1,2-elimination process can enable the synthesis of enantioenriched axially chiral allenes. Recent developments in this field are presented including both enantiospecific and catalytic asymmetric methods. |
| first_indexed | 2024-03-07T00:47:20Z |
| format | Journal article |
| id | oxford-uuid:85260cd4-c5f7-44db-9fc8-0d7fc5452e67 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T00:47:20Z |
| publishDate | 2019 |
| publisher | Bentham Science Publishers |
| record_format | dspace |
| spelling | oxford-uuid:85260cd4-c5f7-44db-9fc8-0d7fc5452e672022-03-26T21:55:32ZSynthesis of allenes by 1,2-eliminationJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:85260cd4-c5f7-44db-9fc8-0d7fc5452e67EnglishSymplectic ElementsBentham Science Publishers2019Armstrong, RJAllenes represent an extremely important class of organic molecules, which, as a result of their twisted orthogonal π-systems can possess axial chirality. A wide array of methods for allene synthesis have been reported, such as the substitution of propargylic electrophiles, isomerization of alkynes and sigmatropic rearrangement. An alternative approach for the synthesis of allenes is 1,2-elimination of an appropriately substituted precursor. This mini-review highlights recent examples of 1,2-elimination processes, which target allenes including both polar and radical processes. The main focus is upon how control over the stereospecificity (e.g. syn- or anti-) of the 1,2-elimination process can enable the synthesis of enantioenriched axially chiral allenes. Recent developments in this field are presented including both enantiospecific and catalytic asymmetric methods. |
| spellingShingle | Armstrong, RJ Synthesis of allenes by 1,2-elimination |
| title | Synthesis of allenes by 1,2-elimination |
| title_full | Synthesis of allenes by 1,2-elimination |
| title_fullStr | Synthesis of allenes by 1,2-elimination |
| title_full_unstemmed | Synthesis of allenes by 1,2-elimination |
| title_short | Synthesis of allenes by 1,2-elimination |
| title_sort | synthesis of allenes by 1 2 elimination |
| work_keys_str_mv | AT armstrongrj synthesisofallenesby12elimination |