Cannizzaro reaction intramolecular, sterically

A different behavior is exhibited by naphthalene-1,8-dicarbocal-dehyde (73). No m-naphthane derivatives are obtained on reaction with nitromethane, nitroethane or other methylene components. The basic medium, required for aldol type additions, causes the dialdehyde to undergo Cannizzaro reaction to the naphthopyranon (74) via an intramolecular 1,5-hydride shift, which is sterically favoured by the peri-position of the two aldehyde functions 28). 

Potassium hydroxide Sterically controlled intramolecular Cannizzaro reaction ... 

Sterically hindered trisoxazoline (TOX) ligands, such as 165, were exploited in Cu(II)-catalyzed enantioselective intramolecular Cannizzaro reactions of aryl and alkyl glyoxals with alcohols (13JA16849). 

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