Synthesis of Highly Enantio-Enriched Heliespirones A and C by a Diastereoselective Aromatic Claisen Rearrangement

2018 ◽  
Vol 71 (5) ◽  
pp. 366
Author(s):  
Philip Norcott ◽  
Christopher S. P. McErlean

Computational methods were used to investigate the stereochemical course of the extra-annular Claisen rearrangement. The stereochemical fidelity of the synthetic strategy and comparison of the optical properties support the hypothesis that the heliespirones are scalemic natural products.

2021 ◽  
Vol 8 (1) ◽  
pp. 18-24
Author(s):  
Xu-Heng Yang ◽  
Jian Huang ◽  
Fang Wang ◽  
Zhuoliang Liu ◽  
Yujiao Li ◽  
...  

A synthetic strategy based on sequential application of aza-Claisen rearrangement, C–H functionalization, C–N coupling and cyclization as key steps has been developed for the synthesis of 6-, 7-, 8-, and 9-membered rings N-heterocycles.


Tetrahedron ◽  
2013 ◽  
Vol 69 (34) ◽  
pp. 6921-6957 ◽  
Author(s):  
K.C. Majumdar ◽  
Raj Kumar Nandi

2005 ◽  
Vol 46 (14) ◽  
pp. 2457-2460 ◽  
Author(s):  
James R. Vyvyan ◽  
Jennifer M. Oaksmith ◽  
Bevin W. Parks ◽  
Elaine M. Peterson

This exercises aims to familiarize students with chemical structures of natural products. Students will also use computational methods to learn about trends or the lack thereof in natural products.


RSC Advances ◽  
2015 ◽  
Vol 5 (34) ◽  
pp. 26735-26748 ◽  
Author(s):  
Saumitra Saha ◽  
Udo Becker

A series of uranyl containing aliphatic dicarboxylate structures is studied using computational methods. Our computational study provides a detailed analysis of these MOFs and explores the effect of linkers on their properties for the first time.


Synlett ◽  
2020 ◽  
Vol 31 (04) ◽  
pp. 327-333 ◽  
Author(s):  
Jesper L. Kristensen ◽  
Sebastian Clementson ◽  
Mikkel Jessing ◽  
Paulo J. Vital

Erythrina alkaloids were identified at the end of the 19th century and today, more than 100 members of the erythrinane family have been isolated. They are characterized by a unique tetracyclic, α-tertiary spiroamine scaffold. Herein we detail our efforts towards the development of a divergent enantioselective synthesis of (+)-dihydro-β-erythroidine (DHβE) – one of the most prominent members of this intriguing family of natural products.1 Introduction2 Synthetic Strategy2.1 First Generation2.2 Second Generation2.3 Third Generation2.3.1 Radical Endgame2.3.2 Completion of the Total Synthesis3 Conclusion


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