Results 1 to 10 of about 2,072 (186)
Easy approach to 3-benzylimino-2-pyrrolidinones from 3-chloro-4-chloromethyl-2-pyrrolidinones
Tetrahedron Letters, 1999 Abstract 3-Benzylimino-2-pyrrolidinones can be prepared in good yield by heating 3-chloro-4-chloromethyl-2-pyrrolidinones, benzylamine and NaI in THF at 80°C. An endo -dehydrohalogenation followed by a SN 2 ′ substitution on the intermediate allyl chloride, and finally a shift of the exo -double bond to Δ 3 with attendant tautomerization ...
Franco Ghelfi +2 more
exaly +4 more sources
Unexpected reaction of β-cyclodextrin tosylate with pyrrolidinones
Carbohydrate Research, 2006 Substitution reactions of 6I-O-p-tolylsulfonylcyclomaltoheptaose with alkyl- and arylamines in 1-methyl-2-pyrrolidinone and various pyrrolidinones were investigated. An unexpected reaction of the tosyl group with pyrrolidinones was observed resulting in products deriving from nucleophilic attack by the lactam carbonyl oxygen and further opening of the ...
Cuzzola A +5 more
openaire +6 more sources
Synthesis of New Optically Active 2-Pyrrolidinones [PDF]
Molecules, 2012 A new class of optically active 2-pyrrolidinones was synthesized, starting from S-pyroglutamic acid, a well known natural chiral synthon. The synthetic design followed led to the insertion of various substituents at positions 1 and 5 of the 2-pyrrolidinone ring, including the imidazole moiety.
P.M. Minakakis +2 more
openaire +5 more sources
Solvent effects on C?O stretching frequencies of some 1-substituted 2-pyrrolidinones
Journal of Physical Organic Chemistry, 1998 In an effort to model solute–solvent interactions, the C=O stretching frequencies of five 1-substituted 2-pyrrolidinones and four other carbonyl-containing compounds were measured for 30 common solvents.
George R Famini +2 more
exaly +2 more sources
Lewis Base‐Catalysed Enantioselective Radical Conjugate Addition for the Synthesis of Enantioenriched Pyrrolidinones [PDF]
, 2022 We report a catalytic asymmetric protocol for the preparation of chiral pyrrolidinones proceeding via a radical pathway. The chemistry exploits the combination of photoredox catalysis and Lewis base catalysis to realise the first example of asymmetric ...
Schiel, Florian +7 more
core +2 more sources
A concise approach to functionalised, homochiral pyrrolidinones
Tetrahedron: Asymmetry, 1995 Abstract Acylation of O , N -acetal 1 gives excellent yields of the C-7 substituted products 2a,b . Alkylation of 2a under mild conditions gives high yields of the exo- 3 and endo- 4 substituted products in varying ratios, depending on the alkylating agent.
Bamford, M +3 more
openaire +1 more source
Synthesis of the Pyrrolidinone Core of KSM-2690 B
Organic Letters, 2007 [reaction: see text] The first synthesis of the pyrrolidinone core of the polyene beta-lactone antibiotic KSM-2690 B is described. An ammonia-free Birch reductive aldol reaction utilizing acetaldehyde is one of the key steps, together with a ruthenium-catalyzed alkene isomerization reaction.
Donohoe, T, Chiu, J, Thomas, R
openaire +2 more sources
Angewandte Chemie, EarlyView.Experimental determination of the innate hydrogen bond donating capacities of the glucose and galactose non‐anomeric alcohols revealed significant variations depending on position and relative configuration, which were quantified on the pKAHY scale, relevant for MedChem purposes, hence providing another tool toward rational glycomimetic development ...
Mrinal Naskar +8 more
wiley +2 more sources
, 2016 A series of N-substituted N-(4-methoxyphenyl)-α-(alkoxycarbonyl)-α-diazoacetanilides, 10 and ent-10, wherein the alkoxy unit is a chiral auxiliary group [(−)-7 or (+)-8)], was prepared.
Douglas D. McLeod (2297683) +2 more
core +1 more source
Iridium-Catalyzed Reductive Amination of Levulinic Acid to Pyrrolidinones under H-2 in Water
, 2017 The synthesis of pyrrolidinones from reductive amination of levulinic acid (LA) with primary amines is reported. Pyrrolidinones have various applications such as surfactants, pharmaceutical intermediates, dispersants, and solvents.
Xu, Zhanwei +4 more
core +1 more source