Bargellini condensation of coumarins. Expeditious route to o-carboxyvinylphenoxyisobutyric acids and application to the synthesis of sesquiterpenes helianane, heliannuol A and heliannuol C

Autor: Ramanathapuram V. Venkateswaran, Bidyut Biswas, Prabir K. Sen
Rok vydání: 2007
Předmět:
Zdroj: Tetrahedron. 63:12026-12036
ISSN: 0040-4020
DOI: 10.1016/j.tet.2007.09.006
Popis: The direct Bargellini condensation of coumarins involving reaction with chloroform and acetone in the presence of aqueous sodium hydroxide furnished o -carboxyvinylphenoxyisobutyric acids in good yields. The utility of this new useful protocol was demonstrated by the transformation of the three diesters 9b , 9f and 9g to the sesquiterpenes helianane 4 , heliannuol A 2 and heliannuol C 3 , respectively.
Databáze: OpenAIRE