Aldehydes heterofunctionalization

Abstract Aldehydes obtained from olefins under hydroformylation conditions can be converted to more complex reaction products in one-pot reaction sequences. These involve heterofunctionalization of aldehydes to form acetals, aminals, imines and enamines, including reduction products of the latter in an overall hydroaminomethylation. Furthermore, numerous conversions of oxo aldehydes with additional C.C-bond formation are conceivable such as aldol reactions, allylations, carbonyl olefinations, ene reactions and electrophilic aromatic substitutions, including Fischer indole syntheses. 

Hydroformylation of various heterofunctionalized olefins can be carried out with a number of chirally modified catalysts. Asymmetric induction is usually higher than with unfunctionalized hydrocarbons, presumably, due to additional binding of the substrate to the catalysts65,75. Thus, this method is applicable to the synthesis of hydroxy and amino carboxylic acids and other conversion products of primary functionalized aldehydes. These results are compiled in Table 7. 

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