Tamaru reaction-based approach towards the synthesis of muscone and analogues using renewable sources

Muscone is considered as the king of fragrances, due to its rare occurrence and exotic nature, many attempts have been made to synthesise musk analogues. The presence of methyl group at the C-3 position from ketone imparts the musk character to the molecule. The Tamaru reaction (Ni-catalysed reductive coupling of aldehyde and 1,3-dienes) is used as the key step for the installation of the methyl group in an efficient manner to afford the RCM precursor diene. A short three step sequence involving oxidation , RCM and reduction gave a highly efficient access to muscone and analogues. Both the precursors, namely, the aldehyde and isoprene are derived from renewable resource. To create your abstract, type over the instructions in the template box below. Fonts or abstract dimensions should not be changed or altered. • Muscone, normuscone and musk analogues are synthesised via ring-closing metathesis and Tamaru reaction as key steps. • Muscone synthesis is achieved in 6 steps with an overall yield of 25 % starting from 11-undecenal – a renewable source. • Di- and tri-methyl 14-membered macrocycles also possess musky odour with different intensities.