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Synlett 1992; 1992(3): 221-223
DOI: 10.1055/s-1992-21320
DOI: 10.1055/s-1992-21320
letter
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An Easy Route to Conjugated (all E) Tetraene Compounds via Disilyl Derivatives Exemplified by ß-Parinaric Acid Methyl Ester
Further Information
Publication History
Publication Date:
08 March 2002 (online)
The synthesis of conjugated (all E) tetraene compounds has been easily achieved in a few steps by electrophilic substitution reactions between (1E,3E)-1,4-bis(trimethylsilyl)-1,3-butadiene (1a) or (1E,3E,5E)-1,6-bis(trimethylsilyl)-1,3,5-hexatriene (1b) and acyl chlorides in the presence of aluminum trichloride, followed by reduction and dehydration reactions. As a representative example, the synthesis of the methyl ester of ß-parinaric acid 6 [methyl (9E,11E,13E,15E)-9,11,13,15-octadecatetraenoate], an interesting fluorophore, is reported.