Secondary amine catalyzed retro-aldol reactions of enals and enones: one-pot conversion of enals to [alpha]-substituted derivatives
A practical synthetic procedure to hydrolytically cleave the C,C-double bond of a,b-unsaturated aldehydes and ketones has been developed. Secondary amines are employed as organocatalysts for the retro-aldol process under simple and mild reaction conditions. Beside the generation of the parent aromat...
| Main Authors: | , |
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| Format: | Journal Article |
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Pergamon
2012
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S0040403912002663 http://hdl.handle.net/20.500.11937/4742 |
| _version_ | 1848744601286868992 |
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| author | Enders, D. Nguyen, Thanh Vinh |
| author_facet | Enders, D. Nguyen, Thanh Vinh |
| author_sort | Enders, D. |
| building | Curtin Institutional Repository |
| collection | Online Access |
| description | A practical synthetic procedure to hydrolytically cleave the C,C-double bond of a,b-unsaturated aldehydes and ketones has been developed. Secondary amines are employed as organocatalysts for the retro-aldol process under simple and mild reaction conditions. Beside the generation of the parent aromatic aldehydes, the synthetic procedure has been successfully used in a one-pot reaction sequence to convert simple cinnamaldehydes into their a-aryl/alkyl substituted derivatives. |
| first_indexed | 2025-11-14T06:04:03Z |
| format | Journal Article |
| id | curtin-20.500.11937-4742 |
| institution | Curtin University Malaysia |
| institution_category | Local University |
| last_indexed | 2025-11-14T06:04:03Z |
| publishDate | 2012 |
| publisher | Pergamon |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | curtin-20.500.11937-47422017-02-28T01:29:31Z Secondary amine catalyzed retro-aldol reactions of enals and enones: one-pot conversion of enals to [alpha]-substituted derivatives Enders, D. Nguyen, Thanh Vinh Retro-aldol Iminium activation b-Unsaturated aldehydes a Organocatalysis Cinnamaldehyde A practical synthetic procedure to hydrolytically cleave the C,C-double bond of a,b-unsaturated aldehydes and ketones has been developed. Secondary amines are employed as organocatalysts for the retro-aldol process under simple and mild reaction conditions. Beside the generation of the parent aromatic aldehydes, the synthetic procedure has been successfully used in a one-pot reaction sequence to convert simple cinnamaldehydes into their a-aryl/alkyl substituted derivatives. 2012 Journal Article http://hdl.handle.net/20.500.11937/4742 http://www.sciencedirect.com/science/article/pii/S0040403912002663 Pergamon restricted |
| spellingShingle | Retro-aldol Iminium activation b-Unsaturated aldehydes a Organocatalysis Cinnamaldehyde Enders, D. Nguyen, Thanh Vinh Secondary amine catalyzed retro-aldol reactions of enals and enones: one-pot conversion of enals to [alpha]-substituted derivatives |
| title | Secondary amine catalyzed retro-aldol reactions of enals and enones: one-pot conversion of enals to [alpha]-substituted derivatives |
| title_full | Secondary amine catalyzed retro-aldol reactions of enals and enones: one-pot conversion of enals to [alpha]-substituted derivatives |
| title_fullStr | Secondary amine catalyzed retro-aldol reactions of enals and enones: one-pot conversion of enals to [alpha]-substituted derivatives |
| title_full_unstemmed | Secondary amine catalyzed retro-aldol reactions of enals and enones: one-pot conversion of enals to [alpha]-substituted derivatives |
| title_short | Secondary amine catalyzed retro-aldol reactions of enals and enones: one-pot conversion of enals to [alpha]-substituted derivatives |
| title_sort | secondary amine catalyzed retro-aldol reactions of enals and enones: one-pot conversion of enals to [alpha]-substituted derivatives |
| topic | Retro-aldol Iminium activation b-Unsaturated aldehydes a Organocatalysis Cinnamaldehyde |
| url | http://www.sciencedirect.com/science/article/pii/S0040403912002663 http://hdl.handle.net/20.500.11937/4742 |