Literature DB >> 28272639

Recent advances in the Overman rearrangement: synthesis of natural products and valuable compounds.

Rodney A Fernandes1, Pullaiah Kattanguru1, Sachin P Gholap1, Dipali A Chaudhari1.   

Abstract

In the past decade, the Overman rearrangement, an important C-N bond forming reaction, has been intensely used in the synthesis of natural products, synthetic intermediates, building blocks and valuable compounds. This review documents the reports on this rearrangement reaction since 2005. The reaction has been tactfully used to introduce amine functionality in the synthesis of natural products. It is a one-pot process using the intermediate imidate which upon rearrangement generates the amide that can be hydrolysed to the amine. The method has tremendous potential for rapid modification of various amino compounds and can be combined with other Claisen-rearrangements or other reactions for one-pot processes for further exploration.

Entities:  

Mesh:

Substances:

Year:  2017        PMID: 28272639     DOI: 10.1039/c6ob02625g

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  5 in total

1.  Regio- and Enantioselective Iridium-Catalyzed Amination of Racemic Branched Alkyl-Substituted Allylic Acetates with Primary and Secondary Aromatic and Heteroaromatic Amines.

Authors:  Seung Wook Kim; Leyah A Schwartz; Jason R Zbieg; Craig E Stivala; Michael J Krische
Journal:  J Am Chem Soc       Date:  2018-12-20       Impact factor: 15.419

2.  Catalytic Alkene Difunctionalization via Imidate Radicals.

Authors:  Kohki M Nakafuku; Stacy C Fosu; David A Nagib
Journal:  J Am Chem Soc       Date:  2018-08-29       Impact factor: 15.419

3.  Amphiphilic π-Allyliridium C,O-Benzoates Enable Regio- and Enantioselective Amination of Branched Allylic Acetates Bearing Linear Alkyl Groups.

Authors:  Arismel Tena Meza; Thomas Wurm; Lewis Smith; Seung Wook Kim; Jason R Zbieg; Craig E Stivala; Michael J Krische
Journal:  J Am Chem Soc       Date:  2018-01-19       Impact factor: 15.419

4.  Stereoselective Syntheses and Application of Chiral Bi- and Tridentate Ligands Derived from (+)-Sabinol.

Authors:  Yerbolat Tashenov; Mathias Daniels; Koen Robeyns; Luc Van Meervelt; Wim Dehaen; Yerlan M Suleimen; Zsolt Szakonyi
Journal:  Molecules       Date:  2018-03-27       Impact factor: 4.411

5.  Allyl Cyanate/Isocyanate Rearrangement in Glycals: Stereoselective Synthesis of 1-Amino and Diamino Sugar Derivatives.

Authors:  Stefania Mirabella; Giulia Petrucci; Cristina Faggi; Camilla Matassini; Francesca Cardona; Andrea Goti
Journal:  Org Lett       Date:  2020-11-04       Impact factor: 6.005

  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.