Highly efficient palladium catalyzed cyclization of 2-allylphenols to five- and seven-membered ring lactones under hydroformylation conditions
- Universita di Leece (Italy)
The synthesis of lactones of different ring size is of considerable interest in the pharmaceutical industry. A number of routes to lactones are known, recent examples including the cyclocarbonylation of allylic alcohols and haloalcohols, alkynes, and alkynols. The authors now describe a new synthetic approach to five or seven-membered ring lactones by intrarnolecular cyclocarbonylation of 2-allylphenols. 2-Allylphenols react with carbon monoxide and hydrogen in the presence of catalytic quantities of a cationic palladium (II) complex, [(PCy{sub 3}){sub 2}Pd(H)(H{sub 2}O)]{sup +}BF{sub 4}{sup -}, or palladium acetate and 1,4-bis(diphenylphosphino)butane, affording five- or seven-membered ring lactones as the principal products. The regiochemical control depends on the nature of the palladium catalyst, the relative pressures of the gases, and the solvent.
- OSTI ID:
- 250099
- Report Number(s):
- CONF-9508100--
- Country of Publication:
- United States
- Language:
- English
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