75316-61-9Relevant academic research and scientific papers
Application of Meldrum's acid in natural product synthesis. Synthesis of ar-turmerone and α-curcumene
Mahulikar,Mane
, p. 15 - 18 (2007/10/03)
Meldrum's acid (1) is employed in the synthesis of ar-turmerone (6) and α-curcumene (12). 1-(p-Tolyl)ethyl Meldrum's acid (3), synthesised by three different routes, was the key intermediate in these syntheses.
TERPENE UND TERPENDERIVATE-IX α-CURCUMEN, β-CURCUMEN UND ar-TURMERON DURCH ALKYLIERUNG VON C5- UND C10-DITHIANEN
Bokel, H. H.,Hoppmann, A.,Weyerstahl, P.
, p. 651 - 654 (2007/10/02)
The dithiane 11 is alkylated with prenyl bromide to give 12.Hydrogenolysis of 12 with Raney-Nickel yields α-curcumene (6), hydrolysis of 12 gives the ketone 13.Prenal dithiane (14) is alkylated with 8 to give 15. ar-Turmerone (16) is formed by hydrolysis of 15.Reaction of 15 with sodium in liquid ammonia leads to a mixture of α-curcumene (6) and β-curcumene (10).
