77144-24-2Relevant academic research and scientific papers
Peptide-catalyzed regio- and enantioselective reduction of α,β,γ,δ-unsaturated aldehydes
Akagawa, Kengo,Sen, Jun,Kudo, Kazuaki
supporting information, p. 11585 - 11588 (2013/11/06)
A resin-supported peptide catalyst (see box in the scheme) was used in the title reaction. The inherent regioselectivity was overcome by the peptide catalyst to promote the 1,6-selective reaction prior to 1,4-reduction. High stereoconvergence was also achieved when using a mixture of geometric isomers of the starting aldehydes. Ach=1-amino-1-cyclohexanecarboxylic acid. Copyright
A stereoselective synthesis of unsaturated phosphonates by Wittig-Horner reactions of bisphosphonylmethane with 5-aryl-(3-methyl)-2E,4E-pentadienals
Shi, De Qing,Chen, Ru Yu
, p. 229 - 237 (2007/10/03)
A new type of unsaturaled phosphonates 5 were synthesized by the Wittig-Horner reactions of bisphosphonylmethane 4 with 5-aryl-2(E),4(E)-pentadienal and 5-aryl-3-methyl-2(E), 4(E)-pentadienal. The structures of all new compounds prepared were characterize
A new prenylation method using β-methyl-γ-trimethylsilyl-N-tert-butylcrotonaldimine
Bellassoued, Moncef,Salemkour, Malika
, p. 115 - 124 (2007/10/03)
A γ-condensation of the silylated imine 2 with carbonyl compounds was achieved in DMSO at room temperature and in the presence of CsF as catalyst; δ-hydroxyenals 6 and dihydro-2H-pyranols 7 were obtained.However, when the reaction was carried out at 100 d
New Functionalized Horner-Wadsworth-Emmons Reagents: Useful Building Blocks in the Synthesis of Polyunsaturated Aldehydes. A Short Synthesis of (+/-)-(E,E)-Coriolic Acid
Kann, Nina,Rein, Tobias,Akermark, Bjoern,Helquist, Paul
, p. 5312 - 5323 (2007/10/02)
The new Horner-Wadsworth-Emmons reagents 4 and 5 transform carbonyl compounds into 2,4-pentadienals and 3-methyl-2,4-pentadienals, respectively.Reagent 4 gives good yields of the desired products with a variety of aldehydes and ketones; reagent 5 generally gives good yields with aldehydes, but gives lower yields with ketones.The reactions proceed under mild conditions and give the products as predominantly 2E,4E isomers, with moderate to good stereoselectivity.In general, pure samples of the 2E,4E-dienals can be obtained after chromatography.Reagents 4 have been used in the key step in a short synthesis of (+/-)-13-hydroxy-9(E),11(E)-octadecanoic acid ((E,E)-coriolic aicd, 45).
