97997-32-5Relevant academic research and scientific papers
Rh(I)-catalyzed [5 + 1] cycloaddition of vinylcyclopropanes and CO for the synthesis of α,β- and β,γ-cyclohexenones
Jiang, Guo-Jie,Fu, Xu-Fei,Li, Qian,Yu, Zhi-Xiang
supporting information; experimental part, p. 692 - 695 (2012/03/26)
A cationic Rh(I)-catalyzed [5 + 1] cycloaddition of vinylcyclopropanes and CO has been developed, affording either β,γ-cyclohexenones as major products or α,β-cyclohexenones exclusively, under different reaction conditions.
Asymmetric bakers yeast reductions of bridgehead-substituted bicyclo[2.2.2]octane-2,6-dione derivatives followed by conversion into catalytically active BODOLs for the diethylzinc addition to benzaldehyde
Manner, Sophie,Hansson, Cecilia,Larsson, Johanna M.,Oltner, Viveca T.,Frejd, Torbjoern
experimental part, p. 1374 - 1381 (2010/11/02)
4-Substituted bicyclo[2.2.2]octane-2,6-diones have been synthesized and tested as substrates in the enantioselective reduction with bakers yeast to give the corresponding hydroxy ketones. It was found that the derivative bearing a TIPSO group at the 4-pos
A General Method for the Preparation of γ-Substituted Cyclohexenals and Cycloheptenals
Jones, Tood K.,Denmark, Scott E.
, p. 4037 - 4045 (2007/10/02)
A general procedure for the preparation of γ-substituted or β'-unsaturated cycloalkenals is described.Starting from 2-cycloalkenones substituents may be introduced as nucleophiles by 1,4-addition followed by trapping of the regiospecifically generated enolate (86-92percent).Peracid oxidation of the enol silane derivative produces an α-hydroxy ketone which, after protection (70-93percent), is homologated to an enol ether by a Horner-Wittig reaction.Mild hydrolysis of the labile vinylogous acetal produces the aldehydes in good yields (62-75percent).Advantages of this method in comparison to known procedures are discussed as are other unsuccessful approaches to this substitution pattern.
