Biography
Biography: Miguel Yus
Abstract
Chiral N-sulfinyl imines, especially the corresponding N-tert-butyl substituted derivatives are interesting starting materials in asymmetric synthesis because they are easily accessible (from carbonyl compounds and chiral sulfinamides) in both enantiomerically pure form; the sulfinyl group activates the imine moiety towards nucleophilic substitution so, in the reaction with different nucleophiles an asymmetric induction takes place giving an diastereoenriched product, which can be easily separated into the corresponding pure diastereomers and; the deprotection of the amino group, after the addition of the nucleophile can be easily achieved by simple treatment with hydrochloric acid. In this presentation, the reactivity and synthetic applications of these materials in the ruthenium-catalyzed hydrogen transfer; addition of alkyl zincates and indium-promoted allylation will be considered. Especial attention is paid to the synthetic applications of the mentioned processes, mainly for the preparation of natural or unnatural alkaloids and amino acids.
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Recent Publications
- F Foubelo and M Yus (2014) Title Eur. J. Org. Chem. 485-491.
- F Foubelo and M Yus (2016) Title Chem. Today 34(4):45-49.
- D Guijarro, O Pablo and M Yus (2013) Title J. Org. Chem. 78:3647.
- R Almansa, J F Collados, D Guijarro and M Yus (2010) Title Tetrahedron: Asymmetry 21:1421.
- J A Sirvent, F Foubelo and M Yus (2013) Title Eur. J. Org. Chem. 2461.