Asymmetric ene reactions in organic synthesis

Article Abstract:

The development of asymmetric ene reactions in organic synthesis is reviewed. The process, which turns readily available alkenes into highly functionalized products, has a mechanism akin to Diels-Alder reactions but usually requires higher activation energies. The catalysts used in both processes, like Lewis acids, are thereforesimilar. Regiochemical control is likewise harder to achieve due to steric facility of hydrogen, requiring functionalization to provide stereoelectronic direction. The various types of ene reactions, their stereochemistry and mechanisms, are discussed.

Acetylene

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Around and beyond Cram's rule

Article Abstract:

The stereoselectivity in the addition of nucleophiles to alpha-chiral carbonyl compounds can be explained by the Cram rule. Varied models have emerged in the study of this rule, as well as to its application to diastereoselective synthesis. The concept of 1,3-allylic strain is deemed the most powerful tool for explaining and predicting the asymmetric induction of a chiral center to adjacent prochiral centers. In particular, the 1,2-inductions in nucleophilic additions to carbonyl groups provide a consistent picture for a great variety of reaction types.

Stereochemistry

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Fluorinated carbonyl and olefinic compounds: basic character and asymmetric catalytic reactions

Article Abstract:

The catalytic enantioselective reactions of prochiral fluorine-containing carbonyl compounds or olefins are studied. The high physiological activity exhibited by these compounds is studied.

Science & research, Chemical reactions, Organofluorine compounds, Organic fluorine compounds, Chemical properties

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