Transformation of carboxylic acid esters into 2-substituted allyl halides through tertiary cyclopropyl sulfonates. Application in the synthesis of (±)-ipsenol and (±)- …
EA Matyushenkov, OG Kulinkovich
文献索引：Matyushenkov; Kulinkovich Russian Journal of Organic Chemistry, 2006 , vol. 42, # 4 p. 491 - 495
Abstract Cyclopropanation of the ester group in ethyl 3-chloropropanoate and subsequent cleavage of the three-membered carbocycle in intermediate 1-(2-chloroethyl) cyclopropyl methanesulfonate gave 2-bromomethyl-4-chlorobut-1-ene, and the latter was used as key intermediate in the synthesis of racemic ipsenol and ipsdienol which are components of Ips typographus L. European spruce spark beetle pheromone.
