Hydroacylation of Alkenes, Alkynes, and Allenes
The addition of an aldehyde across the C. C multiple bond of an alkene, an alkyne, or an allene delivers a synthetically useful ketone-containing product. The most widely used versions of these transformations are promoted by transition metal complexes, with rhodium catalysts dominating. Intramolecu...
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Elsevier
2014
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| Summary: | The addition of an aldehyde across the C. C multiple bond of an alkene, an alkyne, or an allene delivers a synthetically useful ketone-containing product. The most widely used versions of these transformations are promoted by transition metal complexes, with rhodium catalysts dominating. Intramolecular reactions to deliver cyclopentanones are well developed, and larger-ring ketones can also be prepared provided appropriate substrates are employed. The efficiency of intermolecular reactions is limited by competing reductive decarbonylation, however, the use of chelation-control strategies allows a wide range of ketone structures to be prepared. A smaller number of nonchelation controlled reactions have also been reported. Enantioselective versions of both intra- and intermolecular reactions are known. More limited versions of these reactions can be promoted by N-heterocyclic carbenes (NHCs), and radical-mediated reactions have also been described. This chapter reviews progress in all of these areas. © 2014 Elsevier Ltd. All rights reserved. |
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