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Paper | Regular issue | Vol 26, No. 6, 1987, pp.1541-1548
Published online, 1st January, 1970
DOI: 10.3987/R-1987-06-1541
Synthesis of 3-(1’,1’-Dimethylallyl)coumarins: Gravelliferone, Chalepin and Rutamarin

Guillermo M. Massanet, Enrique Pando, Francisco Rodríguez-Luis, and Javier Salvá

*Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Cádiz, Apartado 40, Puerto Real (Cádiz), Spain


The 3-(1’,1’-dimethylallyl)coumarins chalepin (2), rutamarin (3) and gravelliferone (4) have been synthesized from umbelliferon (7) via Claisen and Cope rearrangements of 3’,3’-dimethylallyl ethers of 6-(3’,3’-dimethylallyl)umbelliferon with and without an iodine atom as blocking group at C-8.