Regioselectivity in the ring opening of non-activated aziridines

S Stanković, M D'hooghe, S Catak, H Eum… - Chemical Society …, 2012 - pubs.rsc.org
In this critical review, the ring opening of non-activated 2-substituted aziridinesvia
intermediate aziridinium salts will be dealt with. Emphasis will be put on the relationship …

Recent synthetic applications of chiral aziridines

W McCoull, FA Davis - Synthesis, 2000 - thieme-connect.com
Due to their ready availability in chiral form, and propensity to undergo regio-and
stereoselective ring opening, aziridines have found widespread use in asymmetric …

A novel classification of Lewis acids on the basis of activity and selectivity

S Kobayashi, T Busujima… - Chemistry–A European …, 2000 - Wiley Online Library
Abstract Group 3–15 metal chlorides (Lewis acids) were classified on the basis of activity
and aldehyde‐and aldimine‐selectivity in an addition reaction of a silyl enol ether. Based on …

Rhodium (II)-catalyzed aziridination of allyl-substituted sulfonamides and carbamates

A Padwa, AC Flick, CA Leverett… - The Journal of Organic …, 2004 - ACS Publications
Several unsaturated sulfonamides underwent intramolecular aziridination when treated with
PhI (OAc) 2, MgO, and catalytic Rh2 (OAc) 4 to give bicyclic aziridines in excellent yield …

The Development of Scalemic Multidentate Niobium Complexes as Catalysts for the Highly Stereoselective Ring Opening of meso-Epoxides and meso-Aziridines

K Arai, S Lucarini, MM Salter, K Ohta… - Journal of the …, 2007 - ACS Publications
The discovery and development of a new Lewis acid system based on a complex formed
from niobium (V) methoxide and (R)-3, 3 '-bis (2-hydroxy-3-isopropylbenzyl)-1, 1 ' …

An efficient method for aromatic Friedel–Crafts alkylation, acylation, benzoylation, and sulfonylation reactions

RP Singh, RM Kamble, KL Chandra, P Saravanan… - Tetrahedron, 2001 - Elsevier
Aromatic electrophilic substitution reactions such as alkylation, acylation, benzoylation, and
sulfonylation were studied in the presence of a catalytic amount of Cu (OTf) 2 and Sn (OTf) 2 …

Synthesis of Chiral Vicinal Diamines by Silver (I)‐Catalyzed Enantioselective Aminolysis of N‐Tosylaziridines

Z Chai, PJ Yang, H Zhang, S Wang… - Angewandte …, 2017 - Wiley Online Library
The kinetic resolution of 2‐aryl‐N‐tosylaziridines and the asymmetric desymmetrization of
meso‐N‐tosylaziridines by ring openings with various primary and secondary anilines, and …

Studies on the reaction of aziridines with nitriles and carbonyls: synthesis of imidazolines and oxazolidines

S Gandhi, A Bisai, BAB Prasad… - The Journal of Organic …, 2007 - ACS Publications
Reaction of N-tosylaziridines with nitriles and carbonyls to produce imidazolines and
oxazolidines has been studied in the presence of a variety of Lewis acids. The reaction is …

Organocatalysis by an aprotic imidazolium zwitterion: Regioselective ring-opening of aziridines and applicable to gram scale synthesis

NC Ghosal, S Santra, S Das, A Hajra, GV Zyryanov… - Green …, 2016 - pubs.rsc.org
An imidazole-based zwitterionic-salt, 4-(3-methylimidazolium) butane sulfonate (MBS), has
been found to be an efficient organocatalyst for aziridine ring-opening regioselectively by …

Ring-opening reactions of nonactivated aziridines catalyzed by tris (pentafluorophenyl) borane

IDG Watson, AK Yudin - The Journal of Organic Chemistry, 2003 - ACS Publications
The ring-opening reactions of nonactivated aziridines with amine nucleophiles are efficiently
catalyzed by tris (pentafluorophenyl) borane leading to derivatives of trans-1, 2-diamines in …