103130-93-4Relevant articles and documents
Two methods for the preparation of 2-cyclohexenones from resin-bound 1,3-cyclohexanedione
Fraley, Mark E.,Rubino, Robert S.
, p. 3365 - 3368 (1997)
The addition of organolithium or Grignard reagents to viny]ogous ester resin 1 followed by mild hydrolysis of product resins 2 provides 3-alkyl-2-cyclohexenones in high purity (>95%). Alternatively, conversion of 1 to vinyl triflate resin 4 followed by palladium-mediated couplings with aryl boronic acids and hydrolysis furnishes 3-ary]-2-cyclohexenones in lower yield, but exceptional purity.
Synthesis of 3-substituted 2-cyclohexenones through umpoled functionalization
Lechuga-Eduardo, Harim,Zarza-Acu?a, Eduardo,Romero-Ortega, Moisés
, p. 3234 - 3237 (2017/07/27)
A new protocol to obtain 3-substituted 2-cyclohexenones, was developed by reversing the chemical reactivity of 2-cyclohexenone. One-pot synthesis of 3-substituted 2-cyclohexenones can be achieved by treatment of 3-phenylthiosilyl enol ether with a mixture of t-BuLi/HMPA that allows hydrogen-selective exchange in presence of reactive electrophiles such as aldehydes, ketones and alkyl halides. This affords the corresponding product in moderate overall yield, after silyl enol ether cleavage and concomitant thiophenol elimination initiated with TBAF.
Catalytic asymmetric epoxidation of cyclic enones
Wang, Xingwang,Reisinger, Corinna M.,List, Benjamin
, p. 6070 - 6071 (2008/09/21)
A highly enantioselective epoxidation of cyclic enones with hydrogen peroxide has been developed that is catalyzed by chiral primary amine salts. Copyright
