SCHEDULED MAINTENANCE
The o-quinodimethane intermediate (4a) with cis-CO2Me groups undergoes regioselective 1,5-hydrogen shift to the cis-dihydronaphthalene (5a) whilst its trans-isomer (9a) gives both 1,5-hydrogen shift products (6a) and (7a); (5a) is readily converted into 4-deoxypodophyllotoxin.
D. W. Jones and A. M. Thompson, J. Chem. Soc., Chem. Commun., 1988, 1095 DOI: 10.1039/C39880001095
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