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
A highly efficient asymmetric organocatalytic aldol reaction in a ball mill
Rodriguez, Belen,Bruckmann, Angelika,Bolm, Carsten
, p. 4710 - 4722 (2007)
Anti-aldol products with up to >99% enantiomeric excess (ee) have been obtained by proline catalysis in excellent yields under experimentally simple solvent-free conditions. Efficient mixing of all the components is accomplished by applying a mechanochemi
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
The effects of aromatic and aliphatic anionic surfactants on Sc(OTf)3-catalyzed Mukaiyama aldol reaction in water
Tian, Hong-Yu,Chen, Yong-Jun,Wang, Dong,Bu, Yan-Ping,Li, Chao-Jun
, p. 1803 - 1805 (2001)
Aromatic (2c and 2d) and aliphatic (2a and 2b) anionic surfactants were employed in Sc(OTf)3-catalyzed aldol reactions of some labile silyl enol ethers (3a and 3b) with aromatic aldehydes in water. The results indicated that the aromatic surfac
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
Highly enantioselective direct aldol reaction catalyzed by cinchona derived primary amines
Zheng, Bao-Lei,Liu, Quan-Zhong,Guo, Chuan-Sheng,Wang, Xue-Lian,He, Long
, p. 2913 - 2915 (2007)
Highly enantioselective aldol reactions of aldehydes with cyclic ketones catalyzed by a primary amine derived from cinchonine are reported. Aromatic aldehydes reacted with various cyclic ketones cleanly to afford the anti-aldol adducts in up to 99% yield,
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
Novel synthesis of carbohydrate-derived organocatalysts and their application in asymmetric aldol reactions
Shen, Chao,Liao, Hanxiao,Shen, Fangyi,Zhang, Pengfei
, p. 106 - 109 (2013)
Carbohydrate as a kind of important chiral scaffold is widely recognized for its obvious advantages cheap and readily available. A new type of prolinamide organocatalysts, derived from carbohydrate, was synthesized in high yield, and the novel organocatalysts were applied to the direct asymmetric aldol reactions of cyclohexanone and various aromatic aldehydes. The corresponding aldol products were obtained in high yields (up to 99%) with excellent diastereoselectivities (up to > 98:2 dr) and enantioselectivities (up to 97% ee) under mild reaction conditions.
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
Direct asymmetric aldol reaction catalyzed by an imidazolium-tagged trans-4-hydroxy-l-proline under aqueous biphasic conditions
Lombardo, Marco,Pasi, Filippo,Easwar, Srinivasan,Trombini, Claudio
, p. 2471 - 2474 (2008)
Imidazolium-tagged trans-4-hydroxy-L-proline, recently reported by us as an efficient catalyst for the asymmetric cross-aldol reaction in [bmim][Tf 2N], gives much better results in terms of catalytic activity and stereochemical performance und