40847-49-2Relevant academic research and scientific papers
Amides in one pot from Carboxylic Acids and Amines via Sulfinylamides
Bai, Jianfei,Zambron, Bartosz K.,Vogel, Pierre
supporting information, p. 604 - 607 (2014/04/03)
An efficient method has been developed for the direct amidification of carboxylic acids via sulfinylamides preformed in situ by the reaction of pure amines with prop-2- ene-1-sulfinyl chloride. The method can be applied to aliphatic acids, including pivalic acid, aromatic acids, and primary and secondary amines. It is compatible with acids bearing unprotected alcohol, phenol, and ketone moieties and applicable to the synthesis of peptides. It does not induce their a-epimerization.
Highly regio- and enantioselective organocatalytic conjugate addition of alkyl methyl ketones TO A β-silylmethylene malonate
Chowdhury, Raghunath,Ghosh, Sunil K.
supporting information; experimental part, p. 3270 - 3273 (2009/12/01)
(S)-N-(2-Pyrrolidinylmethyl)pyrrolidine/trifluoroacetic acid (3:1) combination catalyzed the direct addition of alkyl methyl ketones to β-dimethyl(phenyl)silylmethylene malonate at the methyl terminal with high yield and excellent regio- and enantioselectivity. The silyl group played crucial roles in regioselection and substrate reactivity.
Small organic molecule catalyzed enantioselective direct aldol reaction in water
Chimni, Swapandeep Singh,Mahajan, Dinesh
, p. 2108 - 2119 (2007/10/03)
Protonated pyrrolidine based small organic molecules have been designed and evaluated for the asymmetric direct aldol reaction in water. The designed organocatalysts are multifunctional in nature and exploit the combined effect of hydrogen bonding and hydrophobic interactions for enantioselective catalysis in water. As a result a unique direct asymmetric aldol reaction in water catalyzed by a small organic molecule having an amide linkage has been developed. The developed catalyst affords chiral β-hydroxyketones in good yields (93%) and enantioselectivities (upto 62%) in water.
