83897-71-6Relevant articles and documents
Highly Stereoselective and General Synthesis of (E)-Stilbenes and Alkenes by Means of an Aqueous Wittig Reaction
McNulty, James,Das, Priyabrata
, p. 4031 - 4035 (2009)
The chemoselective formation of trialkyl(benzylidene) ylides in water and their Wittig reaction with aromatic and. aliphatic aldehydes provides a practical, stereoselective and environmentally benign route to valuable (E)-stilbenes and alkenes. The synthesis of the phytoalexin resveratrol is described, J.n addition, the method allows for a gram-scale synthesis of the anticancer agent DMU-212 utilizing no organic solvent at any stage. Wiley-VCH Verlag GmbH & Co. KGaA.
Hydroalkylation of terminal aryl alkynes with alkyl diacyl peroxides
Li, Yougui,Ge, Liang,Qian, Bo,Babu, Kaki Raveendra,Bao, Hongli
supporting information, p. 5677 - 5680 (2016/11/28)
A photo and nickel co-catalyzed hydroalkylation of terminal aryl alkynes enabled Z-preferred olefin synthesis has been developed under mild conditions. Alkyl diacyl peroxides were utilized as a new type of alkylation reagents and afforded Z-olefins as the major products in moderate to good yields.
Wittig Reagents Bound to Cross-Linked Polystyrenes
Bernard, Margaret,Ford, Warren T.
, p. 326 - 332 (2007/10/02)
Insoluble benzyltriarylphosphonium and methyltriarylphosphonium salts have been prepared on 2percent and 8percent divinylbenzene cross-linked polystyrene and on 20percent divinylbenzene cross-linked macroporous polystyrene.Phosphoranes were generated with sodium methoxide or sodium ethoxide in THF and with the dimethylsulfinyl carbanion in Me2SO from the benzyl- and methylphosphonium salts, respectively.Reactions of the phosphoranes with a variety of aldehydes and ketones provided alkenes in 73-96percent yields (by GLC analysis) with the 2percent cross-linked polymer, 52-77percent yields with the 8percent cros s-linked polymer, and 72-87percent yields with the 20percent cross-linked macroporous polymer.The rates of phosphorane generation and alkene formation depend on the polymer, decreasing in the order 2percent > 20percent macroporous > 8percent cross-linked.The fraction of E double bond product from the benzylphosphonium salt and either benzaldehyde or cinnamaldehyde is greater with the 20percent cross-linked macroporous polymer than with the 2percent cross-linked polymer.The byproduct polymer-bound phosphine oxides were reduced to phosphines with trichlorsilane, and the phosphines were reused for Wittig synthesis.A quantitative 31P-NMR analysis of phosphine and phosphine oxide residues in polystyrene gels is reported.