100840-25-3Relevant academic research and scientific papers
Ionic liquids: A convenient solvent for environmentally friendly allylation reactions with tetraallylstannane
Gordon, Charles M.,McCiuskey, Adam
, p. 1431 - 1432 (1999)
Ionic liquids based on the 1-butyl-3-methylimidazolium cation have been used as solvents for the preparation in good yield of homoallylic alcohols from tetraallylstannane and a range of aldehydes.
Mild and efficient barbier allylation reaction mediated by magnesium powder under solvent-free conditions
Li, Shunxi,Wang, Jin-Xian,Wen, Xiaoliu,Ma, Xiaofang
experimental part, p. 849 - 855 (2011/03/19)
A novel and highly efficient synthesis of homoallylic alcohols is achieved by the allylation of carbonyl compounds using magnesium powder as mediator under solvent-free conditions. A series of aldehydes and ketones are converted to the corresponding homoa
METHOD FOR FORMING ALLYLIC ALCOHOLS
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Page/Page column 42-43, (2010/04/06)
A method of performing a chemical reaction includes reacting an allyl donor and a substrate in a reaction mixture, and forming a homoallylic alcohol in the reaction mixture. The substrate may be an aldehyde or a hemiacetal. The reaction mixture includes a ruthenium catalyst, carbon monoxide at a level of at least 1 equivalent relative to the substrate, and water at a level of at least 1 equivalent relative to the substrate, and an amine at a level of from 0 to 0.5 equivalent relative to the substrate. The reaction mixture may also include a halide, and the equivalents of the amine may be similar to those of the halide. The reacting includes maintaining the reaction mixture at a temperature of at least 40°C. The method may be catalytic in metal, environmentally benign, amenable to large-scale applications, and applicable to a wide range of substrates.
Rhodium-catalyzed reductive allylation of conjugated aldehydes with allyl acetate
Vasylyev, Maksym,Alper, Howard
supporting information; experimental part, p. 2710 - 2713 (2010/07/17)
Reductive allylation of aryl and alkenyl aldehydes with allyl acetate catalyzed by the ionic diamine carbonyl rhodium complex, [Rh(TMEDA)(CO) 2][RhCl2(CO)2], under a carbon monoxide atmosphere afforded the corresponding homoallylic alcohols in good isolated yields.
Catalytic, nucleophilic allylation of aldehydes with allyl acetate
Denmark, Scott E.,Nguyen, Son T.
supporting information; experimental part, p. 781 - 784 (2009/08/12)
(Chemical Equation Presented) A new catalytic allylation of aldehydes has been developed that employs allyl acetate as the allylating reagent. Under catalysis by ruthenium trichloride (3 mol %) in the presence of carbon monoxide (30 psi), water (1.5 equiv), and Methylamine (0.1 equiv), a wide range of aromatic, olefinic, and aliphatic aldehydes are efficiently allylated under mild conditions (70 °C, 24-48 h). The stoichiometric byproducts of this reaction are carbon dioxide and acetic acid.
The solvent-free addition reaction of allylzinc bromide and carbony compounds
Zhang, Yumei,Jia, Xuefeng,Wang, Jin-Xian
experimental part, p. 2983 - 2986 (2009/11/30)
The reactivity of organozincs could be enhanced dramatically under solvent-free conditions. Allylzinc bromide can react rapidly with aldehydes and ketones to give homoallylic alcohols in high yields in the absence of a catalyst under sol vent-free conditions in an open atmosphere at room temperature. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009.
Synthesis and conformational analysis of macrocycles related to 10-oxa-epothilone
Quintard, Delphine,Bertrand, Philippe,Bachmann, Christian,Gesson, Jean-Pierre
, p. 4762 - 4770 (2007/10/03)
A short and convergent synthesis of macrocyclic lactones related to 10-oxa-epothilone is based on aldolisation of a 3-(2′-methylallyloxy) aldehyde derived from methyl (2S)-3-hydroxy-2-methylpropionate followed by ring-closing metathesis. Wiley-VCH Verlag
