Leng, Haijun; Zhao, Qian; Mao, Qing; Liu, Shuaijiang; Luo, Menglan; Qin, Rui; Huang, Wei; Zhan, Gu published the artcile< NHC-catalysed retro-aldol/aldol cascade reaction enabling solvent-controlled stereodivergent synthesis of spirooxindoles>, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde, the main research area is spirocyclopentaneoxindole preparation diastereo enantioselective solvent controlled stereodivergent NHC catalyst; oxindole unsaturated aldehyde Michael retro aldol tandem reaction.
An N-heterocyclic carbene (NHC)-catalyzed retro-aldol/aldol cascade reaction of spirooxindole-based β-hydroxyaldehydes has been developed. The ring opening-closure process enables the diastereodivergent synthesis of spirocyclopentaneoxindole products I (R’ = Bn, allyl; R1 = H, 5-Me, 6-Br, etc.; R2 = C6H5, 4-MeC6H4, 4-FC6H4; R3 = C6H5, 4-MeC6H4, 3-FC6H4, etc.) and II with four consecutive stereocenters by simply changing the reaction solvents (THF or DCE). The Michael/aldol/retro-aldol/aldol sequential protocol allows the diastereodivergent synthesis of spirocyclopentaneoxindoles from 3-substituted oxindoles and α,β-unsaturated aldehydes under the relay catalysis of a chiral secondary amine and an NHC catalyst. Moreover, four stereoisomers of the product can be selectively provided by using different combinations of a chiral secondary amine and a solvent.
Chinese Chemical Letters published new progress about Aldol condensation. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Recommanded Product: 3-(4-Bromophenyl)acrylaldehyde.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary