Ethyl frans-cinnamate

Ethylbutyric acid, 216 Ethyl chloroformate, 191, 193 Ethyl cinnamate, cis and trans, 197 Ethyl frans-cinnamate, 171... 

The reagent reacts stereospecifically with ethyl frans-cinnamate to give ethyl 2-... 

In another approach, commercially available ethyl fran.y-cinnamate was used as starting material, and similar chemistry to that described above was performed, except that the cyclic sulfite 7.2.16 was opened directly with azide instead of being oxidized to sulfate the resulting azidoalcohol 7.2.17 had the opposite stereochemistry at C-2. The stereochemistry at C-2 was inverted by the Mitsonobu procedure to give... 

The starting materials, frans-3,4-methylenedioxycinnamyl alcohol (61a) and frans-2-methoxy-3,4-methylenedioxycinnamyl alcohol (61b) were prepared from the corresponding benzaldehyde via substituted ethyl cinnamate by means of the Horner-Emmons reaction and lithium aluminium hydride reduction. Condensation of compound (61 a) or (61 b) with compound (47) gave compound (62a) or (62b), respectively, followed by ring closure to afford compound (63a) or (63b). Intramolecular Diels-Alder reaction of compound (6 2) led to the formation of the aromatized compounds as by-product in both cases. Moreover, in the reaction of... 

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