13161-16-5Relevant articles and documents
Acyclic amino acid-catalyzed direct asymmetric aldol reactions: Alanine, the simplest stereoselective organocatalyst
Cordova, Armando,Zou, Weibiao,Ibrahem, Ismail,Reyes, Efraim,Engqvist, Magnus,Liao, Wei-Wei
, p. 3586 - 3588 (2005)
The linear amino acid-catalyzed direct asymmetric intermolecular aldol reaction is presented; simple amino acids such as alanine, valine, isoleucine, aspartate, alanine tetrazole 3 and serine catalyzed the direct catalytic asymmetric intermolecular aldol
Protease-catalyzed direct aldol reaction
Li, Hai-Hong,He, Yan-Hong,Guan, Zhi
, p. 580 - 582 (2011)
A new function of BLAP (alkaline protease from Bacillus licheniformis) was first discovered to catalyze direct aldol reactions between aromatic aldehydes and cyclic ketones in an organic medium in the presence of water. The products were obtained in yield
cis-4-pyrrolidin-1-yl-L-proline: A highly stereoselective organocatalyst for the direct aldol reaction
Wang, Yu,Wei, Siyu,Sun, Jian
, p. 3319 - 3323 (2006)
Modification of the pyrrolidinyl backbone of proline has not been quite successful for improving the catalytic efficiency and enantioselectivity. In this study, cis substitutions on the C4 position of proline with nitrogen-containing groups were found to
Aminophosphonates as organocatalysts in the direct asymmetric aldol reaction: Towards syn selectivity in the presence of Lewis bases
Diner, Peter,Amedjkouh, Mohamed
, p. 2091 - 2096 (2006)
Chiral α-aminophosphates as a new class of efficient organocatalysts for the asymmetric direct aldol reaction was investigated. These biological compounds were synthesized and high enantioselectivities were achieved for a range of substituted cyclo-hexano
A polymer-supported phosphoramide as a Lewis-base catalyst for the catalytic aldol reaction
Flowers II, Robert A.,Xu, Xin,Timmons, Cody,Li, Guigen
, p. 2988 - 2990 (2004)
The aldol reactions between trichlorosilyl enol ethers and aldehydes were catalyzed by an environmentally benign polymer-supported phosphoramide organocatalyst. Eight examples are reported with moderate to good chemical yields and stereoselectivity. Signi
Proline-functionalized magnetic core-shell nanoparticles as efficient and recyclable organocatalysts for aldol reactions
Yacob, Zekarias,Nan, Alexandrina,Liebscher, Juergen
, p. 3259 - 3264 (2012)
Novel magnetically tagged organocatalysts have been developed based on core-shell nanoparticles consisting of magnetite cores and polyacrylate shells containing 4-hydroxyproline moieties. These catalysts allow the performance of direct asymmetric aldol re
Linear polystyrene anchored l-proline, new recyclable organocatalysts for the aldol reaction in the presence of water
Liu, Yu-Xia,Sun, Ya-Nan,Tan, Hao-Han,Liu, Wei,Tao, Jing-Chao
, p. 2649 - 2656 (2007)
Two l-proline-based linear polystyrene anchored catalysts 1a and 1b have been synthesized efficiently. The catalytic activities and stereoselectivity of these readily tunable and amphiphilic organocatalysts were evaluated in the direct asymmetric aldol re
A chemo-enzymatic oxidation/aldol sequential process directly converts arylbenzyl alcohols and cyclohexanol into chiral β-hydroxy carbonyls
Cheng, Qipeng,Li, Hongyu,Liu, Guohua,Su, Yu,Tan, Chunxia,Wang, Chengyi,Wang, Yu,Xiao, Rui
supporting information, p. 7773 - 7779 (2021/10/12)
The development of a combination enzyme and organocatalyst for aqueous sequential organic transformation has great significance, in that it is not only environmentally friendly but also overcomes only a single methodological drawback, either in the chemical or biological process. Herein, through the utilization of the bulky steric hindrance of chiral proline derivatives, an integrated laccase and proline as a chemo-enzymatic co-catalyst system is developed. It enables an efficient oxidation/aldol enantioselective sequential reaction to be accomplished, overcoming the mutual deactivation issue. As we present in this study, this one-pot organic transformation, an initial laccase-mediated oxidation of arylbenzyl alcohols and cyclohexanol to form aldehydes and cyclohexanone, followed by a subsequent proline derivative-catalyzed aldol condensation of the in situ generated intermediates, provides various 1,2-diastereoisomeric chiral β-hydroxy ketones with acceptable yields and high enantio-/diastereoselectivities.
Self-assembled Polydiacetylene Nanoribbons for Semi-heterogeneous and Enantioselective Organocatalysis of Aldol Reactions in Water
Hoang, Minh-Duc,Kumar, Ramar Arun,Buisson, David A.,Ling, Wai Li,Gravel, Edmond,Doris, Eric
, p. 1156 - 1160 (2020/01/02)
We report the synthesis, characterization, and supra-molecular assembly of novel diacetylene amphiphilic units bearing a chiral proline-derived head group. In water, these amphiphiles self-assemble into twisted ribbons that are photo-polymerized to afford
