725739-85-5Relevant academic research and scientific papers
A practical synthesis of optically active α-substituted ketones in high enantiomeric excess
Soorukram, Darunee,Knochel, Paul
, p. 638 - 641 (2008/01/04)
A highly enantioselective synthesis of optically active α-substituted ketones can be achieved by using a reaction sequence involving a stereoselective anti-SN2′-allylic substitution in the presence of CuCN·2LiCl, followed by the oxidation of th
Copper-catalyzed preparation of ketones bearing a stereogenic center in α position
Soorukram, Darunee,Knochel, Paul
, p. 3686 - 3689 (2008/02/12)
A highly enantioselective synthesis of α-alkylated and -arylated ketones can be achieved by using a reaction sequence consisting of a stereoselective anti-SN2′ allylic substitution in the presence of CuCN·2LiCl following by the oxidation of an intermediate cycloalkenyl lithium species using (Me3SiO)2 or (MeO) 3B/NaBO3·4H2O. (Chemical Equation Presented).
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.
