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Bargellini condensation of coumarins. Expeditious route to o-carboxyvinylphenoxyisobutyric acids and application to the synthesis of sesquiterpenes helianane, heliannuol A and heliannuol C |
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| Authors: | Bidyut Biswas Ramanathapuram V. Venkateswaran |
| Affiliation: | a Department of Organic Chemistry, Indian Association for the Cultivation of Science, Jadavpur, Kolkata 700 032, West Bengal, India b Chemistry Department, Haldia Government College, Midnapore, West Bengal, India |
| Abstract: | 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. |
| Keywords: | Bargellini condensation o-Carboxyvinylphenoxyisobutyric acids Heliannuols Helianane Ring-closing metathesis |
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