81793-47-7Relevant academic research and scientific papers
Synthesis of Optically Pure (R,Z)-5-Dec-1-enyloxacyclopentan-2-one, the Sex Pheromone of the Japanese Beetle
Baker, Raymond,Rao, V. Bhaskar
, p. 69 - 72 (2007/10/02)
Optically pure (R,Z)-5-dec-1-enyloxacyclopentan-2-one (1) has been synthesised from methyl 4-oxotetradec-5-ynoate (2) by chiral reduction with 9-(pinan-3-yl)-9-borabicyclononane (3) which yielded the R-alcohol (4), in 74percent enantiomeric excess.This was further purified by recrystallisation of the salt formed from the phthalate ester of compound (4) and (+)-α-methylbenzylamine and then hydrolysed and converted into (R,Z)-(-)-(1).
