112825-94-2Relevant academic research and scientific papers
Ruthenium-bisimine: A new catalytic precursor for regioselective allylic alkylation
Renaud, Jean-Luc,Bruneau, Christian,Demerseman, Bernard
, p. 408 - 410 (2003)
New complexes [Cp*Ru(bisimine)Cl] are active catalysts for the regioselective alkylation of allylic carbonates by soft carbonucleophiles, in favour of the branched isomers. The catalysts can be conveniently prepared in situ from [Cp*Ru(cod)Cl] and a bulky aromatic bisimine.
Formation of a quaternary carbon center through the Pd(0)/PhCOOH-catalyzed allylation of cyclic β-keto esters and 1,3-diketones with alkynes
Patil, Nitin T.,Yamamoto, Yoshinori
, p. 6478 - 6481 (2004)
Formation of a quaternary carbon center through the allylation of β-keto esters and 1,3-diketones with alkynes is accomplished by the use of Pd(0)/benzoic acid catalyst. Reactions of various cyclic β-keto esters and 1,3-diketones with alkynes in the prese
Palladium-catalyzed allylation of pronucleophiles with alkynes at 50°C - Remarkable effect of 2-(dicyclohexylphosphanyl)-2′-(dimethylamino) biphenyl as ligand
Patil, Nitin T.,Song, Dschun,Yamamoto, Yoshinori
, p. 4211 - 4213 (2006)
The allylation of various pronucleophiles 1a-i with 1-phenylprop-1-yne (2) proceeded very smoothly at 50°C in the presence of catalytic amounts of Pd2(dba)3·CHCl3 (5 mol-%) and 2-(dicyclohexylphosphanyl)-2′-(dimethylamino)
Palladium-catalyzed, carboxylic acid-assisted allylic substitution of carbon nucleophiles with allyl alcohols as allylating agents in water
Manabe, Kei,Kobayashi, Shu
, p. 3241 - 3244 (2003)
(Matrix presented) Allylic substitution of allyl alcohols in water as a suspension medium has been realized using a combination of tetrakis(triphenylphosphine)-palladium and a carboxylic acid such as 1-adamantanecarboxylic acid. Various substrates turned out to be applicable to this catalytic system.
Dual platinum and pyrrolidine catalysis in the direct alkylation of allylic alcohols: Selective synthesis of monoallylation products
Shibuya, Ryozo,Lin, Lu,Nakahara, Yasuhito,Mashima, Kazushi,Ohshima, Takashi
supporting information, p. 4377 - 4381 (2014/05/06)
A dual platinum- and pyrrolidine-catalyzed direct allylic alkylation of allylic alcohols with various active methylene compounds to produce products with high monoallylation selectivity was developed. The use of pyrrolidine and acetic acid was essential, not only for preventing undesirable side reactions, but also for obtaining high monoallylation selectivity. Two cats are better than one: The combined use of platinum and pyrrolidine catalysts enabled the direct alkylation of allylic alcohols with reactive methylene compounds. Pyrrolidine was essential for obtaining high selectivity of the monoallylation products, which were produced without the use of excess nucleophiles. cod=1,5- cyclooctadiene, EWG=electron-withdrawing group.
Synthesis of gem-difluoromethylenated bicyclo[ m.n. 0]alkan-1-ols and their ring-expansion to gem-difluoromethylenated macrocyclic lactones
Punirun, Teerachai,Peewasan, Krisana,Kuhakarn, Chutima,Soorukram, Darunee,Tuchinda, Patoomratana,Reutrakul, Vichai,Kongsaeree, Palangpon,Prabpai, Samran,Pohmakotr, Manat
supporting information; experimental part, p. 1820 - 1823 (2012/07/03)
Fluoride-catalyzed stereoselective nucleophilic addition of PhSCF 2SiMe3 (1) to α-carboethoxycycloalkanones 2 followed by intramolecular radical cyclization of the resulting cis-3 adduct afforded the corresponding gem-difluoromethyle
Microwave-enhanced Pd(0)/acetic acid catalyzed allylation reactions of C, N, and O-pronucleophiles with alkynes
Patil, Nitin T.,Nawaz Khan,Yamamoto, Yoshinori
, p. 8497 - 8499 (2007/10/03)
An efficient method for the allylation of C, N, and O-nucleophiles with alkynes under solvent-free conditions and by microwave activation is established. The process can be termed as a real eco-chemical process since no waste elements are produced in the
Direct allylic substitution of allyl alcohols by carbon pronucleophiles in the presence of a palladium/carboxylic acid catalyst under neat conditions
Patil, Nitin T.,Yamamoto, Yoshinori
, p. 3101 - 3103 (2007/10/03)
The reaction of allylic alcohols with carbon pronucleophiles in the presence of the Pd(PPh3)4/carboxylic acid combined catalytic system, under neat conditions (without an organic solvent or without water as the solvent) enabled the direct allylation of the pronucleophiles, giving the corresponding allylated products in high yields.
Triethylborane as an efficient promoter for palladium-catalyzed allylation of active methylene compounds with allyl alcohols
Kimura, Masanari,Mukai, Ryutaro,Tanigawa, Naoko,Tanaka, Shuji,Tamaru, Yoshinao
, p. 7767 - 7777 (2007/10/03)
Without prior activation of allyl alcohols, allylation of a variety of active methylene compounds with allyl alcohols proceeds smoothly at rt-50°C in the presence of catalytic amounts of Pd(OAc)2 (1-10mol%), Et 3B (30-240mol%), a phosphine ligand (1-20mol%), and a base (0 to 50-60mol%).
