• G S Krishna Rao

      Articles written in Journal of Chemical Sciences

    • Studies in terpenoids. Part 43: Synthesis of (±)-2,6-dimethyl-10-(p-tolyl) undeca-2,6 (E)-diene, the diterpene ofSalvia dorisiana

      T K John G S Krishna Rao

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      (±)-2, 6-Dimethyl-10-(p-tolyl) undeca-2,6(E)-diene (1a), a diterpene hydrocarbon from the essential oil ofSalvia dorisiana has been synthesised by two methods. One pot reaction ofp-tolylmagnesium bromide with geranylacetone (5) and hydrogenolysis of the resulting benzylic alcohol (1b) without isolation furnished the natural product (1a). In the other method citrylidene-p-methylacetophenone (6a) was used as the starting material. The trienone (6a) was reduced to the corresponding alcohol (6b) which was hydrogenated to (6c) and oxidised to the dienone (6d). Reaction of the dienone (6d) with methylmagnesium jdoide, followed by dehydration of the carbinol and reduction with lithium in liquid ammonia furnished the diterpene (1a).

    • Vilsmeier reaction on some 6- and 7-methoxy-1- and 2-tetralones

      P Anantha Reddy G S Krishna Rao

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      Vilsmeier reaction on a few representative 6- and 7-methoxy-1- and 2-tetralones has been investigated. While 1-tetralones give the corresponding 1-chloro-2-formyl-3,4-dihydronaphthalenes, the 2-tetralones afford 1,3-bisformyl-2-chloronaphthalenes. Spectral characteristics of all the products obtained are given and a mechanistic proposal has been made to explain the observed chlorobisformylation.

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