Electric Literature of C4H6O3On September 18, 2019 ,《Enantioconvergent Alkylations of Amines by Alkyl Electrophiles: Copper-Catalyzed Nucleophilic Substitutions of Racemic α-Halolactams by Indoles》 was published in Journal of the American Chemical Society. The article was written by Bartoszewicz, Agnieszka; Matier, Carson D.; Fu, Gregory C.. The article contains the following contents:
Transition-metal catalysis has the potential to address shortcomings in the classic SN2 reaction of an amine with an alkyl electrophile, both with respect to reactivity and to enantioselectivity. The authors describe the development of a user-friendly method (reaction at room temperature, with com. available catalyst components) for the enantioconvergent nucleophilic substitution of racemic secondary alkyl halides (α-iodolactams) by indoles. Mechanistic studies are consistent with the formation of a copper(I)-indolyl complex that reacts at different rates with the two enantiomers of the electrophile, which interconvert under the reaction conditions (dynamic kinetic resolution). This study complements earlier work on photoinduced enantioconvergent N-alkylation, supporting the premise that this important challenge can be addressed by a range of strategies. The experimental part of the paper was very detailed, including the reaction process of 3-Hydroxydihydrofuran-2(3H)-one(cas: 19444-84-9Electric Literature of C4H6O3)
3-Hydroxydihydrofuran-2(3H)-one(cas: 19444-84-9) may be employed as starting reagent in the synthesis of series of seco-pseudonucleoside synthons via aminolysis. It may be employed as starting reagent in the synthesis of enantiomerically pure orthogonally protected δ-azaproline, via Mitsunobu reaction.Electric Literature of C4H6O3
Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem