Diazoalkyl carbon insertion

Abstract Diazo compounds continue both to challenge and to fascinate practitioners of chemical synthesis. The most strategically powerful and unique type of reactivity observed with these reagents is a formal insertion of the dmior-acceptor carbon into C-C or C-H bmids alpha to carbonyl groups. Although the reaction does not involve discrete carbon-metal bonds, it can be catalyzed by metal-based Lewis acids. This chapter investigates both classical and modem developments in diazoalkyl carbon insertion with a special emphasis on nonstabilized nucleophiles. 

Modem Catalytic Diazoalkyl Carbon Insertion Methodology. 144... 

Scheme 13 Efficient catalysis of diazoalkyl carbon insertion with Sc(in) salts...

Scheme 1 Diazoalkyl carbon atoms undergo net insertion into the a C-H bond of aldehydes in...

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