Asymmetric synthesis of quaternary α-fluoro-β-keto-amines via detrifluoroacetylative Mannich reactions

2015 ◽  
Vol 51 (44) ◽  
pp. 9149-9152 ◽  
Author(s):  
Chen Xie ◽  
Yanling Dai ◽  
Haibo Mei ◽  
Jianlin Han ◽  
Vadim A. Soloshonok ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Bond Cleavage ◽  
Mannich Reactions

Asymmetric detrifluoroacetylative Mannich reactions of N-sulfinyl-imines via C–C bond cleavage were explored, which provide access to C–F quaternary α-fluoro-β-keto-amines.

Asymmetric Synthesis of α‐Difluorinated β‐Amino Sulfones via Detrifluoroacetylative Mannich Reactions

2021 ◽  
Author(s):  
Ziyi Li ◽  
Nana Wang ◽  
Haibo Mei ◽  
Hiroyuki Konno ◽  
Vadim A. Soloshonok ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Mannich Reactions

Direct enantioselective Mannich reactions of α-azido cyclic ketones: asymmetric construction of chiral azides possessing an α-quaternary stereocenter

2020 ◽  
Vol 56 (1) ◽  
pp. 98-101 ◽  
Author(s):  
Xueqian Ye ◽  
Yongkai Pan ◽  
Xiaoyu Yang
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Synthesis ◽  
Cyclic Ketones ◽  
Mannich Reactions ◽  
Chiral Phosphoric Acid ◽  
Quaternary Stereocenter

Herein, we report the asymmetric synthesis of chiral azides possessing an α-quaternary stereocenter via chiral phosphoric acid catalysed direct enantioselective Mannich reactions of α-azido cyclic ketones with aldimines.

Asymmetric Synthesis of C1-Chiral THIQs with Imines in Isoquinoline Rings

Synthesis ◽  
2020 ◽  
Vol 52 (22) ◽  
pp. 3337-3355
Author(s):  
Dan Li ◽  
Wei Gao ◽  
Xiaochao Chen
Keyword(s):  
Asymmetric Synthesis ◽  
Biological Activities ◽  
Asymmetric Reactions ◽  
Structural Units ◽  
Mannich Reactions ◽  
Asymmetric Reaction ◽  
Azomethine Imines ◽  
Catalytic Asymmetric ◽  
Further Development ◽  
New Strategies

Tetrahydroisoquinoline (THIQ) scaffolds are important structural units that widely exist in a variety of natural alkaloids and synthetic analogues. Asymmetric synthesis of C1-chiral THIQ is of particular importance due to its significant pharmaceutical, agrochemical, and other biological activities, and the usually distinct bioactivities exhibited by the two enantiomers. In this review, we highlight the significant advances achieved in this field, present recent asymmetric synthesis with imines in isoquinoline rings ordered according to the sequence of various substrate types. New strategies could be inspired and more types of substrates need further development.1 Introduction2 Catalytic Asymmetric Reaction of Dihydroisoquinolines2.1 Asymmetric Reactions of 3,4-Dihydroisoquinolines2.2 Asymmetric Reactions of Dihydroisoquinolinium Salts2.3 Asymmetric Reactions of C,N-Cyclic N′-Acyl Azomethine Imines2.3.1 NED [3+2] Cycloaddition of C,N-Cyclic N′-Acyl Azomethine Imines2.3.2 IED [3+2] Cycloaddition of C,N-Cyclic N′-Acyl Azomethine Imines2.3.3 [3+3] Cycloaddition of C,N-Cyclic N′-Acyl Azomethine Imines2.3.4 [4+3] Cycloaddition of C,N-Cyclic N′-Acyl Azomethine Imines2.3.5 Asymmetric Addition Reactions to C,N-Cyclic N′-Acyl Azomethine Imines2.4 Asymmetric Reactions of C,N-Cyclic Nitrones3 Catalytic Asymmetric Mannich Reactions of Isoquinolines4 Conclusions and Perspectives

Asymmetric synthesis of 3-aryl-substituted 2,3-dihydro-1H-isoindol-1-ones

2001 ◽  
Vol 79 (11) ◽  
pp. 1528-1535 ◽  
Author(s):  
Dieter Enders ◽  
Volker Braig ◽  
Gerhard Raabe
Keyword(s):  
Asymmetric Synthesis ◽  
Bond Cleavage ◽  
Oxidative Cleavage ◽  
Ring Closure

The first asymmetric synthesis of 3-aryl substituted 2,3-dihydro-1H-isoindol-1-ones via a tandem nucleophilic 1,2-addition ring closure procedure from SAMP and (or) RAMP hydrazones and subsequent oxidative cleavage of the auxiliary is reported.Key words: isoindolinones, asymmetric synthesis, hydrazones, 1,2-addition, N—N bond cleavage.

Asymmetric synthesis of amino-benzothiazol derivatives by additions of 2-lithiated benzothiazoles to (S)-N-t-butylsulfinyl-ketimines

RSC Advances ◽  
2015 ◽  
Vol 5 (5) ◽  
pp. 3491-3497 ◽  
Author(s):  
Yanling Dai ◽  
Chen Xie ◽  
Lingmin Wu ◽  
Haibo Mei ◽  
Vadim A. Soloshonok ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Mannich Reactions ◽  
Unknown Type ◽  
Derivatives Of

We reported the asymmetric Mannich reactions between lithium-benzothiazoles and (S)-N-tert-butanesulfinylketimines, which gave unknown type of amino-benzothiazol derivatives of high pharmaceutical potential with up to 96% yields and 99 : 1 diastereoselectivities.

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