Novel syntheses of azetidines and azetidinones

A Brandi, S Cicchi, FM Cordero - Chemical Reviews, 2008 - ACS Publications
Four-membered monocyclic aza-heterocycles, 1 despite their indisputable importance as
bioactive compounds and pharmaceutical tools, have received by the chemical community …

Asymmetric synthesis of β‐lactams by staudinger ketene‐imine cycloaddition reaction

C Palomo, JM Aizpurua, I Ganboa… - European journal of …, 1999 - Wiley Online Library
Cycloaddition reactions between ketenes, bearing amino‐, oxy‐, or halo‐groups, and imines
are recognized as being amongst the most important and direct routes to β‐lactams. Alkyl …

[图书][B] Aromaticity: Modern Computational Methods and Applications

I Fernández - 2021 - books.google.com
Evaluating the aromaticity of a molecular system and the influence of this concept on its
properties is a crucial step in the development of novel aromatic systems. Modern …

Origin of the Relative Stereoselectivity of the β-Lactam Formation in the Staudinger Reaction

L Jiao, Y Liang, J Xu - Journal of the American Chemical Society, 2006 - ACS Publications
The relative (cis, trans) stereoselectivity of the β-lactam formation is one of the critical issues
in the Staudinger reaction. Although many attempts have been made to explain and to …

Advances in the chemistry of β-lactam and its medicinal applications

A Kamath, I Ojima - Tetrahedron, 2012 - Elsevier
1. Introduction b-Lactam or azetidin-2-one is an important structural motif of the penicillin,
cephalosporin, carbapenem, and carbecephem classes of antibiotics. 1 Naturally occurring …

Stereoselective synthesis of β-lactams with polyaromatic imines: Entry to new and novel anticancer agents

I Banik, FF Becker, BK Banik - Journal of medicinal chemistry, 2003 - ACS Publications
We present herein stereoselective synthesis of novel β-lactams using polyaromatic imines
following the Staudinger reaction. Consistent mechanisms for these results have been …

Pd-catalyzed carbonylation of diazo compounds at atmospheric pressure: a catalytic approach to ketenes

Z Zhang, Y Liu, L Ling, Y Li, Y Dong… - Journal of the …, 2011 - ACS Publications
The carbonylation of carbenes through catalytic cycles is highly desirable due to the
importance of ketene-mediated reactions in organic synthesis. In this investigation, a highly …

Asymmetric synthesis of β-lactams through the Staudinger reaction and their use as building blocks of natural and nonnatural products

C Palomo, JM Aizpurua, I Ganboa… - Current medicinal …, 2004 - ingentaconnect.com
In the last two decades, the better understanding of the mechanistic aspects of the β-lactams'
biological activity and their inhibition, and the chemical exploitation of β-lactams as synthetic …

The mechanism of the ketene− imine (Staudinger) reaction in its centennial: still an unsolved problem?

FP Cossio, A Arrieta, MA Sierra - Accounts of chemical research, 2008 - ACS Publications
Although Staudinger reported the reaction between ketenes and imines 100 years ago
(1907), this process is still the most general and useful method for the synthesis of β-lactams …

Quantum mechanical methods and the interpretation and prediction of pericyclic reaction mechanisms

O Wiest, DC Montiel, KN Houk - The Journal of Physical Chemistry …, 1997 - ACS Publications
The computational study of pericyclic reactions, an important general class of organic
reactions, now provides information about the transition structures of these processes with …