Stereoselective Syntheses of 4-Oxa Diaminopimelic Acid and Its Protected Derivatives via Aziridine Ring Opening

2007 ◽  
Vol 9 (21) ◽  
pp. 4211-4214 ◽  
Author(s):  
Hongqiang Liu ◽  
Vijaya R. Pattabiraman ◽  
John C. Vederas
Keyword(s):  
Ring Opening ◽  
Diaminopimelic Acid ◽  
Aziridine Ring ◽  
Stereoselective Syntheses

scholarly journals Intramolecular N–Me and N–H aminoetherification for the synthesis of N-unprotected 3-amino-O-heterocycles

2021 ◽  
Author(s):  
Mahesh P. Paudyal ◽  
Mingliang Wang ◽  
Juha H. Siitonen ◽  
Yimin Hu ◽  
Muhammed Yousufuddin ◽  
...  
Keyword(s):  
Ring Opening ◽  
Domino Reaction ◽  
Aziridine Ring

A mild Rh-catalyzed method for synthesis of cyclic unprotected N–Me and N–H 2,3-aminoethers using an olefin aziridination–aziridine ring-opening domino reaction has been developed.

Acid-catalysed ring-opening of N-(3, 4-dihydro-4-oxoquinazolin-3-yl)-substituted aziridines: aziridine ring-opening with retention of configuration

1998 ◽  
Vol 39 (24) ◽  
pp. 4377-4380 ◽  
Author(s):  
Robert S. Atkinson ◽  
Andrew P. Ayscough ◽  
William T. Gattrell ◽  
Tony M. Raynham
Keyword(s):  
Ring Opening ◽  
Aziridine Ring

scholarly journals Deployment of Aziridines for the Synthesis of Alkaloids and Their Derivatives

Synthesis ◽  
2019 ◽  
Vol 51 (07) ◽  
pp. 1491-1515 ◽  
Author(s):  
Matthias D’hooghe ◽  
Hyun-Joon Ha ◽  
Lingamurthy Macha
Keyword(s):  
Ring Opening ◽  
Ring Expansion ◽  
Ring Transformation ◽  
Aziridine Ring ◽  
Alkaloid Synthesis ◽  
Synthetic Intermediates ◽  
Synthetic Intermediate

Various (activated and non-activated) aziridines with diverse substitution patterns have been deployed successfully as starting materials for the synthesis of a wide variety of alkaloids via suitable functionalization and aziridine ring transformation. Alternatively, the preparation and interception of reactive aziridine intermediates has also been shown to constitute a valid approach toward alkaloid synthesis. This review summarizes aziridine-mediated syntheses of alkaloids, in which the aziridine is mobilized as either a substrate or an advanced synthetic intermediate.1 Introduction2 Alkaloids Synthesis from Aziridine Starting Materials2.1 (2R)- and (2S)-Hydroxymethyl-N-(1-phenylethyl)aziridines2.2 N-Benzylaziridine-2-carboxylates2.3 2-Substituted N-Tosyl- or N-Tritylaziridines2.4 2,3-Disubstituted N-Cbz- or N-Tosylaziridines2.5 N-DMB-aziridines3 Alkaloids Synthesis from Aziridines as Key Advanced Synthetic Intermediates3.1 Alkylative Aziridine Ring Opening3.2 Arylative Aziridine Ring Opening3.3 Ring Expansion3.4 Oxidative Aziridine Ring Opening3.5 Heteroatomic Nucleophilic Aziridine Ring Opening3.6 Reductive Aziridine Ring Opening4 Conclusion

Mechanistic Insights into the Substrate-Controlled Stereochemistry of Glycals in One-Pot Rhodium-Catalyzed Aziridination and Aziridine Ring Opening

2010 ◽  
Vol 16 (2) ◽  
pp. 588-594 ◽  
Author(s):  
Rujee Lorpitthaya ◽  
Zhi-Zhong Xie ◽  
K. B. Sophy ◽  
Jer-Lai Kuo ◽  
Xue-Wei Liu
Keyword(s):  
Ring Opening ◽  
One Pot ◽  
Aziridine Ring

Recent Advances in the Chemistry of 2-Acylaziridines

Synthesis ◽  
2017 ◽  
Vol 49 (23) ◽  
pp. 5093-5104 ◽  
Author(s):  
Alena Pankova ◽  
Mikhail Kuznetsov
Keyword(s):  
Carbonyl Group ◽  
Ring Opening ◽  
Bond Cleavage ◽  
Aziridine Ring ◽  
Reaction Selectivity ◽  
Recent Advances ◽  
Nitrogen Containing Compounds

This review highlights recent achievements in the transformations of 2-acylaziridines toward the synthesis of cyclic and acyclic nitrogen-containing compounds. The influence of a carbonyl group on reaction selectivity is discussed.1 Introduction2 Reactions via C–C Bond Cleavage3 Reactions via C–N Bond Cleavage3.1 Reactions Starting with the Aziridine Ring Opening3.2 Reactions Starting at the Carbonyl Group4 Conclusion

Sign in / Sign up

Export Citation Format

Share Document