170456-83-4Relevant articles and documents
Proline-catalyzed sequential syn-Mannich and [4 + 1]-annulation cascade reactions to form densely functionalized pyrrolidines
Aher, Ravindra D.,Kumar, B. Senthil,Sudalai, Arumugam
, p. 2024 - 2031 (2015)
A highly efficient one-pot [4 + 1]-annulation process for the asymmetric synthesis of densely functionalized pyrrolidine derivatives is described. The in situ generated syn-Mannich adduct obtained via proline catalysis acts as a four-atom component, and Corey's sulfur ylide or ethyl bromoacetate acts as a one-atom carbon source to construct pyrrolidine units in a highly enantio- and diastereoselective manner.
A visible-light photoinduced charge-transfer complex promoted the ring opening of: N-alkyl-4-piperidinols
Du, Zhengyin,Fu, Ying,Huo, Congde,Shi, Chun-Zhao,Xu, Qin-Shan
supporting information, p. 2264 - 2269 (2020/04/21)
A visible-light photoinduced ring opening of N-alkyl-4-piperidinols under mild conditions has been achieved. The reaction sequence involves a visible-light-induced charge-transfer complex, which promoted the S-Cl bond cleavage of sulfonyl chlorides. The generated sulfonyl radical further reacts with N-alkyl-4-piperidinol cation radicals to achieve C-N and C-C bond cleavages to yield homoallylamine products.
Boron trifluoride etherate functioning as a fluorine source in an iodosobenzene-mediated intramolecular aminofluorination of homoallylic amines
Cui, Jian,Jia, Qun,Feng, Ruo-Zhu,Liu, Shan-Shan,He, Tian,Zhang, Chi
supporting information, p. 1442 - 1445 (2014/04/03)
A widely used Lewis acid BF3·Et2O was shown to be capable of acting as an efficient fluorinating agent in an intramolecular aminofluorination reaction of homoallylic amines to provide 3-fluoropyrrolidines mediated by a commercially available hypervalent iodine(III) reagent PhIO at room temperature. A mechanism involving a carbocation intermediate was proposed on the basis of several experimental evidence.