Studies on rotational barriers of N–C axially chiral compounds: increase in the rotational barrier by aromatization

2012 ◽  
Vol 53 (33) ◽  
pp. 4332-4336 ◽  
Author(s):  
Naomi Suzumura ◽  
Masato Kageyama ◽  
Daichi Kamimura ◽  
Takahiro Inagaki ◽  
Yasuo Dobashi ◽  
...  
Keyword(s):  
Rotational Barrier ◽  
Chiral Compounds ◽  
Rotational Barriers ◽  
Axially Chiral

Recent advances and new concepts for the synthesis of axially stereoenriched biaryls

2015 ◽  
Vol 44 (11) ◽  
pp. 3418-3430 ◽  
Author(s):  
J. Wencel-Delord ◽  
A. Panossian ◽  
F. R. Leroux ◽  
F. Colobert
Keyword(s):  
Chiral Compounds ◽  
The Past ◽  
Recent Advances ◽  
New Concepts ◽  
Axially Chiral ◽  
Recent Developments ◽  
Synthetic Routes

Over the past decade the field of the synthesis of axially chiral compounds has been rapidly expanding. Not only key advances have been achieved concerning the already established strategies but also new synthetic routes have been devised. This review showcases the recent developments in this domain.

scholarly journals Recent advances in the asymmetric phosphoric acid-catalyzed synthesis of axially chiral compounds

2021 ◽  
Vol 17 ◽  
pp. 2729-2764
Author(s):  
Alemayehu Gashaw Woldegiorgis ◽  
Xufeng Lin
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Catalysis ◽  
Medicinal Chemistry ◽  
High Efficiency ◽  
Biologically Active ◽  
Chiral Compounds ◽  
Chiral Phosphoric Acid ◽  
Wide Range ◽  
Axially Chiral ◽  
Acid Catalyzed

In recent years, the synthesis of axially chiral compounds has received considerable attention due to their extensive application as biologically active compounds in medicinal chemistry and as chiral ligands in asymmetric catalysis. Chiral phosphoric acids are recognized as efficient organocatalysts for a variety of enantioselective transformations. In this review, we summarize the recent development of chiral phosphoric acid-catalyzed synthesis of a wide range of axially chiral biaryls, heterobiaryls, vinylarenes, N-arylamines, spiranes, and allenes with high efficiency and excellent stereoselectivity.

scholarly journals Optically active distorted cyclic triptycenes: chiral stationary phases for HPLC

RSC Advances ◽  
2018 ◽  
Vol 8 (37) ◽  
pp. 20483-20487 ◽  
Author(s):  
Tomoyuki Ikai ◽  
Naoya Nagata ◽  
Seiya Awata ◽  
Yuya Wada ◽  
Katsuhiro Maeda ◽  
...  
Keyword(s):  
Stationary Phases ◽  
Chiral Stationary Phases ◽  
Optically Active ◽  
Cyclic Structure ◽  
Chiral Compounds ◽  
Axially Chiral

We have succeeded in developing triptycene-based chiral stationary phases with a distorted cyclic structure, which can resolve a series of axially chiral compounds.

Carbon-13 N.M.R. chemical shifts and rotational barriers of para-substituted N,N-dimethylbenzamides

1978 ◽  
Vol 31 (12) ◽  
pp. 2615 ◽  
Author(s):  
CW Fong ◽  
SF Lincoln ◽  
EH Williams
Keyword(s):  
Chemical Shift ◽  
Chemical Shifts ◽  
Substituent Effects ◽  
Rotational Barrier ◽  
Rotational Barriers

The carbon-13 N.M.R. chemical shifts for a series of para-substituted N,N-dimethylbenzamides have been measured. The substituent induced 13C shifts have been examined by a dual substituent parameter (DSP) method using Hammett-type constants. The barriers to rotation have also been correlated with Hammett-type constants by the DSP method and related to 13C substituent induced shifts. Substituent effects of the bromomethyl, dibromomethyl and tribromomethyl groups have been examined by using the chemical shift and rotational barrier probes.

scholarly journals Conversion of two stereocenters to one or two chiral axes: atroposelective synthesis of 2,3-diarylbenzoindoles

2019 ◽  
Vol 10 (28) ◽  
pp. 6777-6784 ◽  
Author(s):  
Yu-Long Hu ◽  
Zhe Wang ◽  
Hui Yang ◽  
Jie Chen ◽  
Zi-Bo Wu ◽  
...  
Keyword(s):  
Axial Chirality ◽  
Chiral Compounds ◽  
Efficient Access ◽  
Axially Chiral

Central-to-axial chirality conversion provides efficient access to axially chiral compounds, and several examples regarding the conversion of one, two or four stereocenters to one axis have been reported.

scholarly journals N–C Axially Chiral Compounds with an ortho-Fluoro Substituent and Steric Discrimination between Hydrogen and Fluorine Atoms Based on a Diastereoselective Model Reaction

2019 ◽  
Vol 84 (6) ◽  
pp. 3169-3175 ◽  
Author(s):  
Asumi Iida ◽  
Mizuki Matsuoka ◽  
Hiroshi Hasegawa ◽  
Nicolas Vanthuyne ◽  
Daniel Farran ◽  
...  
Keyword(s):  
Model Reaction ◽  
Chiral Compounds ◽  
Axially Chiral

scholarly journals Enantioselective Synthesis of N–C Axially Chiral Compounds by Cu‐Catalyzed Atroposelective Aryl Amination

2020 ◽  
Vol 59 (23) ◽  
pp. 8844-8848 ◽  
Author(s):  
Johanna Frey ◽  
Alaleh Malekafzali ◽  
Isabel Delso ◽  
Sabine Choppin ◽  
Françoise Colobert ◽  
...  
Keyword(s):  
Enantioselective Synthesis ◽  
Chiral Compounds ◽  
Aryl Amination ◽  
Axially Chiral

Organocatalytic Strategies for the Synthesis of Axially Chiral Compounds

Synlett ◽  
2015 ◽  
Vol 26 (14) ◽  
pp. 1915-1922 ◽  
Author(s):  
Giorgio Bencivenni
Keyword(s):  
Chiral Compounds ◽  
Axially Chiral
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