Gold-catalyzed chemoselective formal (3+2)-Annulation reaction between β-naphthols and methyl aryldiazoacetate

Add time:07/11/2019    Source:sciencedirect.com

A chemoselective domino annulation reaction of β-naphthols with methyl aryldiazoacetate is described. The gold catalyst promoted C–H functionalization of β-naphthols, whereas a rhodium or copper complex led to O–H insertion reactions. Consecutive intramolecular lactonization occurred after site-selective alkylation at the 1-position of β-naphthol, providing functionalized naphthofuranone derivatives. The product was transformed into a chiral molecule bearing an all-carbon quaternary stereogenic center with high enantioselectivity.

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