Cox, Lydia; Zhu, Yuxiang; Smith, Philip J.; Christensen, Kirsten E.; Sidera Portela, Mireia; Donohoe, Timothy J. published the artcile< Alcohols as Alkylating Agents in the Cation-Induced Formation of Nitrogen Heterocycles>, Synthetic Route of 627-27-0, the main research area is pyrrolidine substituted piperidine diastereoselective regioselective preparation; homoallylic amine alc endo trig cyclization titanium isopropoxide catalyst; Azacycles; Carboamination; Carbocations; Hexafluoroisopropanol; Lewis Acid Catalysis.
A Ti(Oi-Pr)4 promoted 5- or 6-endo-trig cyclization to make nitrogen heterocycles was presented. The utilization of HFIP as a key solvent enabled stereoselective preparation of di- tri-substituted pyrrolidines, e.g. I and piperidines, e.g. II while forming a new C-C bond at same time. The process was triggered by a cationic intermediate generated from an allylic or benzylic alc. and led to simultaneous generation of both a C-C and a C-N bond in a single step. Notably, either 2,3-trans- or 2,3-cis-substituted heterocycles could be obtained by using a nucleophilic amine bearing different substituents. Lastly, stereoselective synthesis of enantiopure products was achieved by using readily available enantiopure acyclic starting materials.
Angewandte Chemie, International Edition published new progress about Allylic alcohols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Synthetic Route of 627-27-0.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts