174740-80-8Relevant articles and documents
Inexpensive multigram-scale synthesis of cyclic enamines and 3-N spirocyclopropyl systems
Kumar, Pratik,Zainul, Omar,Laughlin, Scott T.
supporting information, p. 652 - 656 (2018/02/07)
Cyclic enamines are important synthons for many synthetic and pharmacological targets. Here, we report an inexpensive, catalyst-free, multigram-scale synthesis for cyclic enamines with exocyclic double bonds and four- to seven-membered rings. This strategy is more conducive to scale up, permissive of functionalization around the cyclic system, and less sensitive to the nature of the N-protecting group than previously-described methods for cyclic enamine synthesis. Further, we explore application of these enamines to the synthesis of highly-strained spirocyclic 3N-cyclopropyl scaffolds.
Enantiodivergent synthesis of N-protected azetidine-2-carboxylic acid
Biswas, Tanmoy,Mukherjee, Jyoti Prasad,Chattopadhyay, Shital K.
, p. 1416 - 1422,7 (2020/09/16)
A new route to both enantiomers of N-tosyl-azetidine-2- carboxylic acid has been developed from (R)-2-cyclohexylideneglyceraldehyde which proceeded with good overall yield and excellent enantiomeric purity.
Thermal Arndt-Eistert reactions of N-tosyl cyclic α-amino acids
Jin, Jing Yi,Wu, Xue,Tian, Guan Rong
, p. 2535 - 2541 (2007/10/03)
Thermal Arndt-Eistert reactions of N-tosyl cyclic α-amino acids were studied to explore the preparation of α,β-unsaturated esters bearing a terminal tosylamino group. For L-N-tosyl-aziridine 2-carboxylic acid and L-N-tosyl-azetidine 2-carboxylic acid, the corresponding (E)-α,β- unsaturated esters were obtained stereospecifically. Copyright Taylor & Francis, Inc.