A New Synthesis of trans-8-trans-10- dodecadien-I-ol

O. P. VIG, A. K. VIG, A. L. GAUBA, K. C. GUPTA
1975 Zenodo  
Department of Chemistry, Fanjab University, Chandigarh. Manuscript received 16 December 1974 ; accepted 25 February 1975 8-(Tetrahydro-2'-pyranyloxy) octanal (II) was subjected to modified Wittig reaction with ethyl 4- diethylphosphonocrotonate in the presence of NaH to yield conjugated diene-ester (III) which was reduced with LAH to the corresponding alcohol (IV). The alcohol (IV) was transformed into its mesylate(V) with methane sulphonyl chloride using CH2CI2 as a solvent. The mesylate (V)
more » ... s treated with NaBH4 in DMSO at room temp to produce pyranyl-ether (VI) which was hydrolysed with PTS in methanol to furnish trans-10-trans-8-dodeca.dien-1-ol (I)
doi:10.5281/zenodo.6406066 fatcat:pcat7fbkcna4zp6h5uwmieu4ta