52567-56-3Relevant articles and documents
Enantioselective synthesis of α-ionone derivatives using an anti SN2′ substitution of functionalized zinc organometallics
Soorukram, Darunee,Knochel, Paul
, p. 2409 - 2411 (2007/10/03)
(Equation Presented) The allylic substitution of sterically hindered (2-iodocycloalkyl)phosphates proceeds with complete anti SN2′ stereoselectivity with mixed diorganozincs of the type RZnCH 2SiMe3 in the presence of CuCN·2LiCI. Only the group R of the copper-zinc reagent is transferred in the allylic substitution. This method was used to prepare odoriferous substances such as (R)-α-ionone in 97% ee and (R)-dihydro-α-ionone in 98% ee.