Construction of spirocycles containing highly substituted pyrroli-dine and 1-indanone motifs with spiro quaternary stereogenic centers via 1,3-dipolar cycloaddition of 2-alkylidene-1-indanone and azomethine ylides promoted by simple imidazolium salts
Catalytic Enantioselective Synthesis of Highly Functionalized Pentafluorosulfanylated Pyrrolidines
作者:Qun Zhao、Thi Minh Ha Vuong、Xing-Fen Bai、Xavier Pannecoucke、Li-Wen Xu、Jean-Philippe Bouillon、Philippe Jubault
DOI:10.1002/chem.201706167
日期:2018.4.11
The first catalytic asymmetric synthesis of highly functionalized pentafluorosulfanylated pyrrolidines is described. The method, based on a 1,3‐dipolar cycloaddition reaction of aryl and heteroaryl‐substituted glycine Schiff bases with pentafluorosulfanyl acrylic esters, gave access to a broad range of pyrrolidines bearing aryl, naphtyl, and heteroaryl groups. By using Xing‐Phos as a catalyst, the
New 1,3-dipolar cycloaddition/dehydrogenation of azomethines ylides and azodicarboxylates: direct and effective construction of unsaturated 1,2,4-triazolines
The first K2CO3-catalyzed 1,3-dipolar cycloaddition/dehydrogenation of azodicarboxylates with azomethines was developed and a wide range of unsaturated 1,2,4-triazolines have been successfully prepared in good yields (up to 93%). (C) 2012 Elsevier Ltd. All rights reserved.