106536-22-5Relevant articles and documents
Solvent-controlled highly selective bis-and monoallylation of active methylene compounds by allyl acetate with palladium(0) nanoparticle
Ranu, Brindaban C.,Chattopadhyay, Kalicharan,Adak, Laksmikanta
, p. 4595 - 4598 (2007)
(Chemical Equation Presented) Palladium(0) nanoparticle has been used as an efficient catalyst for the allylation of active methylene compounds. Very efficient bisallylation is achieved for a variety of active methylene compounds by allyl acetate and its derivatives in one stroke in THF solvent. The reaction in water provides monoallylated product selectively by allyl acetate only. The recovered Pd(0) nanoparticle is recycled. A probable mechanism is suggested.
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 (2003)
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%).
Solvent-free synthesis of 4,4-bis-functionalized-1,6-dienes and 1,6-diynes on the surface of neutral alumina
Bhar, Sanjay,Kumar Chaudhuri, Subrata,Gopal Sahu, Santi,Panja, Chiradeep
, p. 9011 - 9016 (2001)
An improved procedure has been developed for the synthesis of structurally varied 4,4-bis-functionalized-1,6-dienes and 1,6-diynes through regioselective alkylation of active methylene compounds with several unsymmetrical allyl bromides and propargyl brom
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.
Micellar catalysis using a photochromic surfactant: Application to the pd-catalyzed tsuji-trost reaction in water
Billamboz, Muriel,Mangin, Floriane,Drillaud, Nicolas,Chevrin-Villette, Carole,Banaszak-Leonard, Estelle,Len, Christophe
, p. 493 - 500 (2014/04/03)
The first example of a Pd-catalyzed Tsuji-Trost reaction, applied in a photochromic micellar media under conventional heating and microwave irradiation, is reported. The surfactant activity and recycling ability were investigated and compared with those of a few commercially available surfactants. The synthetic photochromic surfactant proved to be efficient, recyclable, and versatile for Pdcatalyzed coupling reactions.
Palladium-catalysed nucleophilic release of allylic amines from a phenolic resin
Fisher, Martyn,Brown, Richard C.D
, p. 8227 - 8230 (2007/10/03)
2° Allylic alcohols were coupled to phenolic polystyrene resin under Mitsunobu conditions to provide substituted allyl ethers, which underwent efficient nucleophilic cleavage by 1° and 2° amines in the presence of catalytic palladium to afford allylic amines.
PALLADIUM CATALYZED C-ALLYLATION OF HIGHLY ACIDIC CARBO AND HETEROCYCLIC β-DICARBONYL COMPOUNDS
Prat, M.,Moreno-Manas, M.,Ribas, J.
, p. 7205 - 7212 (2007/10/02)
Highly acidic carbo and heterocyclic β-dicarbonyl compounds such as barbituric acid, 3,5-dimethyl-2H-1,2,6-thiadiazine 1,1-dioxide, cyclohexane-1,3-dione, tetronic acids, Meldrum acid and 1,2-diphenylpyrazolidine-3,5-dione are efficiently C-allylated with primary and secondary allylating agents under palladium catalysis.
THE ONE-POT PALLADIUM CATALYZED WITTIG REACTION WITH ALLYLIC ALCOHOLS. SCOPE AND LIMITATIONS
Moreno-Manas, M.,Ortuno, R. M.,Prat, M.,Galan, M. A.
, p. 1003 - 1014 (2007/10/02)
Some allylic alcohols react with aldehydes and triphenylphosphine in a one-pot formal Wittig reaction under Pd0 catalysis.The method has been extended to cinnamyl alcohol, 1, 2-methyl-2-propen-1-ol, 7, and 3-buten-2-ol, 11, and to heterocyclic aldehydes.