66050-86-0Relevant academic research and scientific papers
A molecular modelling approach to rationalize the stereochemical outcome of the Burkholderia cepacia lipase-catalyzed transesterification of aromatic primary alcohols with vinyl esters with different chain lengths in chloroform
Santaniello, Enzo,Casati, Silvana,Ciuffreda, Pierangela,Meroni, Giuseppe,Pedretti, Alessandro,Vistoli, Giulio
experimental part, p. 1833 - 1836 (2009/12/26)
The Burkholderia cepacia lipase-catalyzed transesterification of 2-methyl-3-phenyl-1-propanol with vinyl esters proceeds with high enantioselectivity independently of the acyl chain length and the low enantioselectivity of the same reaction with 2-phenyl-1-propanol is not affected by chain length of the vinyl esters. A molecular modelling approach has been developed in order to rationalize the enzymatic results.
Iron-catalyst-switched selective conjugate addition of grignard reagents: α,β,γ,δ-unsaturated amides as versatile templates for asymmetric three-component coupling processes
Okada, Satoshi,Arayama, Kyohei,Murayama, Ryuji,Ishizuka, Takumi,Hara, Keiichi,Hirone, Naoki,Hata, Takeshi,Urabe, Hirokazu
supporting information; experimental part, p. 6860 - 6864 (2009/04/06)
(Figure Presented) Diene for conjugate addition: Iron(II) chloride switches the reaction course of the three-component coupling of a Grignard reagent, an alkyl halide, and a dienamide, thus making the amide a simple yet versatile chiral template.
Application of modified Mosher's method for primary alcohols with a methyl group at C2 position.
Tsuda, Masashi,Toriyabe, Yuki,Endo, Tetsuya,Kobayashi, Jun'ichi
, p. 448 - 451 (2007/10/03)
The absolute configurations of a series of primary alcohols possessing a branched methyl group at C2 position were examined on the basis of a modified Mosher's method proposed by Minale et al. It was revealed that in many cases the absolute configurations
Novel catalytic CO2 incorporation reaction: Nickel-catalyzed regio- and stereoselective ring-closing carboxylation of bis-1,3-dienes
Takimoto, Masanori,Mori, Miwako
, p. 10008 - 10009 (2007/10/03)
Novel nickel-catalyzed carboxylation of bis-1,3-dienes using carbon dioxide (CO2) was investigated. In the presence of catalytic amounts of Ni(acac)2 and PPh3, various bis-1,3-dienes smoothly reacted with CO2 and an organozinc reagent (Et2Zn, Me2Zn, or Ph2Zn) under mild conditions. This catalytic carboxylation process was accompanied by carbocyclization of bis-1,3-diene followed by alkylation by an organozinc reagent to afford cyclic carboxylic acid derivatives in high yields with high regio- and stereoselectivities. Copyright
MICROBIAL REDUCTION OF 2-PHENYLPROPIONIC ACID, 2-BENZYLOXYPROPIONIC ACID AND 2-(2-FURFURYL)PROPIONIC ACID
Tsuda, Yoshiko,Kawai, Ken-Ichi,Nakajima, Shoichi
, p. 4657 - 4661 (2007/10/02)
Racemic 2-phenylpropionic acid and 2-benzyloxypropionic acid were subjected to microbial reduction and simultaneous resolution with several molds. i. e., Malus and Prunus strains of Glomerella cingulata, Gloeosporium olivarum and Gloeosporium laeticolor, yielding (R)-2-phenylpropanol and (S)-2-benzyloxypropanol , and leaving (R)-2-phenylpropionic acid , respectively.The microbial reduction of racemic 2-(2-furfuryl)propionic acid gave optically inactive (+/-)-2-(2-furfuryl)propanol .Keywords- asymetric reduction; 2-benzyloxypropionic acid; 2-(2-furfuryl)prioionic acid; microbial reduction; microbial resolution; 2-phenylpropionic acid
