Recent advances on asymmetric transformations of achiral cyclohexadienones

Author(s):  
Bo Chen ◽  
Cheng-Yu He ◽  
Wen-Dao Chu ◽  
Quanzhong Liu

Enantioselective desymmetrization of prochiral cyclohexadienones and kinetic resolution of racemic cyclohexadienones are powerful strategies for the construction of enantiomerically enriched cyclohexanone-containing molecules, which are frequently found in bioactive natural products....

ChemInform ◽  
2010 ◽  
Vol 28 (12) ◽  
pp. no-no
Author(s):  
A. G. M. BARRETT ◽  
W. W. DOUBLEDAY ◽  
K. KASDORF ◽  
M. PENA ◽  
G. J. TUSTIN ◽  
...  

1996 ◽  
Vol 33 (5) ◽  
pp. 1545-1550 ◽  
Author(s):  
A. G. M. Barrett ◽  
W. W. Doubleday ◽  
K. Kasdorf ◽  
M. Pena ◽  
G. J. Tustin ◽  
...  

2020 ◽  
Vol 11 (1) ◽  
Author(s):  
Jia Feng ◽  
Xiufen Bi ◽  
Xiaoping Xue ◽  
Na Li ◽  
Lei Shi ◽  
...  

Abstract Atropisomers are important organic frameworks in bioactive natural products, drugs as well as chiral catalysts. Meanwhile, silanols display unique properties compared to their alcohol analogs, however, the catalytic synthesis of atropisomers bearing silanol groups is challenging. Here, we show a rhodium-catalyzed torsional strain-promoted asymmetric ring-opening reaction for the synthesis of α-silyl biaryl atropisomers. The reaction features a dynamic kinetic resolution of C(Ar)-Si bond cleavage, whose stereochemistry was controlled by a phosphoramidite ligand derived from (S)-3-methyl-1-((2,4,6-triisopropylphenyl)sulfonyl)piperazine. This work is a demonstration of an aryl-Narasaka acylation, where the C(Ar)-Si bond cleavage is promoted by the torsional strain of α, α’-disubstituted silafluorene.


2013 ◽  
Vol 21 (9) ◽  
pp. 937-952 ◽  
Author(s):  
Qilong REN ◽  
Huabin XING ◽  
Zongbi BAO ◽  
Baogen SU ◽  
Qiwei YANG ◽  
...  

Synthesis ◽  
2018 ◽  
Vol 50 (14) ◽  
pp. 2655-2677 ◽  
Author(s):  
Upendra Sharma ◽  
Inder Kumar ◽  
Rakesh Kumar

Indole is an important heterocyclic motif that occurs ubiquitously in bioactive natural products and pharmaceuticals. Immense efforts have been devoted to the synthesis of indoles starting from the Fisher indole synthesis to the recently developed C–H activation/functionalization-based methods. Herein, we have reviewed the progress made on the regioselective synthesis of functionalized indoles, including 2-substituted, 3-substituted and 2,3-disusbstituted indoles, since the year 2010.1 Introduction2 Metal-Catalyzed Synthesis of 2-Substituted Indoles3 Metal-Catalyzed Synthesis of 3-Substituted Indoles4 Metal-Free Synthesis of 3-Substituted Indoles5 Metal-Catalyzed 2,3-Disubstituted Indole Synthesis5.1 Metal-Catalyzed Intramolecular 2,3-Disubstituted Indole Synthesis5.2 Metal-Catalyzed Intermolecular 2,3-Disubstituted Indole Synthesis6 Metal-Free 2,3-Disubstituted Indole Synthesis6.1 N-Protected 2,3-Disubstituted Indole Synthesis6.2 N-Unprotected 2,3-Disubstituted Indole Synthesis7 Applications8 Summary and Outlook


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