Literature DB >> 22052790

Allenyl-β-lactams: versatile scaffolds for the synthesis of heterocycles.

Benito Alcaide1, Pedro Almendros.   

Abstract

The hybrid allenic β-lactam moiety represents an excellent building block for carbo- and heterocyclization reactions, affording a large number of cyclic structures containing different sized skeletons in a single step. This strategy has been studied under thermal and radical-induced conditions. More recently, the use of transition-metal catalysis has been introduced as an alternative that relies on the activation of the allenic component. On the other hand, the intramolecular version has attracted much attention as a strategy for the synthesis of bi- and tricyclic compounds in a regio- and stereoselective manner. This overview focuses on the most recently developed cyclizations on 2-azetidinone-tethered allenes along with remarkable early works accounting for the mechanism, as well as for the regio- and diastereoselectivities of the cyclizations.
Copyright © 2011 The Japan Chemical Journal Forum and Wiley Periodicals, Inc.

Entities:  

Mesh:

Substances:

Year:  2011        PMID: 22052790     DOI: 10.1002/tcr.201100011

Source DB:  PubMed          Journal:  Chem Rec        ISSN: 1528-0691            Impact factor:   6.771


  3 in total

1.  Scope and mechanistic investigations of Pd-catalyzed coupling/cyclizations and cycloisomerizations of allenyl malonates.

Authors:  Logan E Vine; Ryan D Reeves; Eleanor M Landwehr; Israel Fernández; Jennifer M Schomaker
Journal:  ACS Catal       Date:  2021-07-15       Impact factor: 13.700

2.  An expeditious iodine-catalyzed synthesis of 3-pyrrole-substituted 2-azetidinones.

Authors:  Debasish Bandyopadhyay; Jessica Cruz; Ram N Yadav; Bimal K Banik Banik
Journal:  Molecules       Date:  2012-09-28       Impact factor: 4.411

3.  Gold-catalyzed oxycyclization of allenic carbamates: expeditious synthesis of 1,3-oxazin-2-ones.

Authors:  Benito Alcaide; Pedro Almendros; M Teresa Quirós; Israel Fernández
Journal:  Beilstein J Org Chem       Date:  2013-04-26       Impact factor: 2.883

  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.