Highly stereoselective aldol reaction for the synthesis of gamma-lactones starting from tartaric acid |
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| Authors: | Barros M Teresa Burke Anthony J Lou Ji-Dong Maycock Christopher D Wahnon Jorge R |
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| Institution: | Departamento de Química, Faculdade de Ciências e Tecnologia da Universidade Nova de Lisboa, 2825-114 Monte da Caparica, Portugal. |
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| Abstract: | A simple stereoselective process for the synthesis of highly substituted gamma-lactones was developed based on aldol reactions between the enolate of dioxanes derived from tartaric acid and aldehydes. A range of aromatic and aliphatic aldehydes were reacted, in most cases achieving good yields and stereoselectivity. The limitations of this reaction were identified and a transition state is proposed. |
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