Hydrogen Bond Assisted Central-to-Spiro Chirality Transfer and Central-to-Axial Chirality Conversion: Asymmetric Synthesis of Spirocycles

2021 ◽  
Author(s):  
Hui Yang ◽  
Wen-Lei Xu ◽  
Xin-Yi Zeng ◽  
Jie Chen ◽  
Le Yu ◽  
...  
2015 ◽  
Vol 51 (2) ◽  
pp. 380-383 ◽  
Author(s):  
Masahiro Egi ◽  
Kaori Shimizu ◽  
Marin Kamiya ◽  
Yuya Ota ◽  
Shuji Akai

An asymmetric synthesis of highly substituted indenes has been developed via the central–axial–central chirality transfer from optically active propargyl alcohols.


2010 ◽  
Vol 12 (24) ◽  
pp. 5736-5739 ◽  
Author(s):  
Masamichi Ogasawara ◽  
Atsushi Okada ◽  
Velusamy Subbarayan ◽  
Sebastian Sörgel ◽  
Tamotsu Takahashi

2021 ◽  
Author(s):  
Ze-Shui Liu ◽  
Pei-Pei Xie ◽  
Yu Hua ◽  
Chenggui Wu ◽  
Yuanyuan Ma ◽  
...  

Synthesis ◽  
2020 ◽  
Vol 52 (17) ◽  
pp. 2450-2468
Author(s):  
Vasco Corti ◽  
Giulio Bertuzzi

A perspective on the literature dealing with the organocatalytic asymmetric preparation of axially chiral N-heterocycles is provided. A particular focus is devoted to rationalize the synthetic strategies employed in each case. Moreover, specific classes of organocatalysts are shown to stand out as privileged motives for the stereoselective preparation of such synthetically challenging molecular architectures. Finally, an overview of the main trends in the field is given.1 Introduction2 Five-Membered Rings2.1 Arylation2.2 Dynamic Kinetic Resolution2.3 Ring Construction2.4 Central-to-Axial Chirality Conversion and Chirality Transfer2.5 Desymmetrization3 Six-Membered Rings3.1 Desymmetrization3.2 (Dynamic) Kinetic Resolution3.3 Ring Construction3.4 Central-to-Axial Chirality Conversion4 Conclusion


2007 ◽  
Vol 9 (17) ◽  
pp. 3225-3228 ◽  
Author(s):  
Jae Hoon Jung ◽  
Yong Wook Kim ◽  
Min Ah Kim ◽  
Soo Young Choi ◽  
Young Keun Chung ◽  
...  

Molecules ◽  
2020 ◽  
Vol 25 (2) ◽  
pp. 401 ◽  
Author(s):  
Franz Steppeler ◽  
Dominika Iwan ◽  
Elżbieta Wojaczyńska ◽  
Jacek Wojaczyński

For almost 20 years, thioureas have been experiencing a renaissance of interest with the emerged development of asymmetric organocatalysts. Due to their relatively high acidity and strong hydrogen bond donor capability, they differ significantly from ureas and offer, appropriately modified, great potential as organocatalysts, chelators, drug candidates, etc. The review focuses on the family of chiral thioureas, presenting an overview of the current state of knowledge on their synthesis and selected applications in stereoselective synthesis and drug development.


Catalysts ◽  
2019 ◽  
Vol 9 (11) ◽  
pp. 928 ◽  
Author(s):  
Arianna Sinibaldi ◽  
Valeria Nori ◽  
Andrea Baschieri ◽  
Francesco Fini ◽  
Antonio Arcadi ◽  
...  

Since the beginning of the millennium, organocatalysis has been gaining a predominant role in asymmetric synthesis and it is, nowadays, a foundation of catalysis. Synergistic catalysis, combining two or more different catalytic cycles acting in concert, exploits the vast knowledge acquired in organocatalysis and other fields to perform reactions that would be otherwise impossible. Merging organocatalysis with photo-, metallo- and organocatalysis itself, researchers have ingeniously devised a range of activations. This feature review, focusing on selected synergistic catalytic approaches, aims to provide a flavor of the creativity and innovation in the area, showing ground-breaking examples of organocatalysts, such as proline derivatives, hydrogen bond-mediated, Cinchona alkaloids or phosphoric acids catalysts, which work cooperatively with different catalytic partners.


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