Enantioselective construction of a 2,2′-bisindolylmethane scaffold via catalytic asymmetric reactions of 2-indolylmethanols with 3-alkylindoles

2015 ◽  
Vol 13 (29) ◽  
pp. 7993-8000 ◽  
Author(s):  
Yu-Xin Gong ◽  
Qiong Wu ◽  
Hong-Hao Zhang ◽  
Qiu-Ning Zhu ◽  
Feng Shi
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Reactions ◽  
Asymmetric Reaction ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed ◽  
Catalytic Asymmetric ◽  
Catalytic Asymmetric Reactions

A chiral phosphoric acid-catalyzed asymmetric reaction of 2-indolylmethanols with 3-alkylindoles has been established to construct 2,2′-bisindolylmethane scaffold in good enantioselectivities.

Asymmetric synthesis of atropisomeric pyrazole via an enantioselective reaction of azonaphthalene with pyrazolone

2019 ◽  
Vol 55 (84) ◽  
pp. 12715-12718 ◽  
Author(s):  
Huijun Yuan ◽  
Yao Li ◽  
Hanhui Zhao ◽  
Zhihong Yang ◽  
Xin Li ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Synthesis ◽  
Pyrazole Derivatives ◽  
Asymmetric Reaction ◽  
Chiral Phosphoric Acid ◽  
Wide Range ◽  
Axially Chiral ◽  
Enantioselective Reaction ◽  
Catalytic Asymmetric

The first catalytic asymmetric reaction of azonaphthalene with pyrazolone has been established. A wide range of axially chiral pyrazole derivatives have been achieved in good yields (68–99%) with excellent enantioselectivities (83–98% ee) by utilizing chiral phosphoric acid as a catalyst.

Diastereo- and enantioselective construction of spirooxindole scaffolds through a catalytic asymmetric [3 + 3] cycloaddition

2017 ◽  
Vol 15 (22) ◽  
pp. 4794-4797 ◽  
Author(s):  
Can Li ◽  
Han Lu ◽  
Xiao-Xue Sun ◽  
Guang-Jian Mei ◽  
Feng Shi
Keyword(s):  
Phosphoric Acid ◽  
Azomethine Ylides ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed ◽  
Catalytic Asymmetric

A chiral phosphoric acid-catalyzed asymmetric [3 + 3] cycloaddition of C3-substituted 2-indolylmethanols with isatin-derived azomethine ylides has been established, which afforded chiral spirooxindoles in considerable yields, moderate to good stereoselectivities.

A catalytic asymmetric interrupted Nazarov-type cyclization of 2-indolylmethanols with cyclic enaminones

2018 ◽  
Vol 16 (30) ◽  
pp. 5457-5464 ◽  
Author(s):  
Jia-Le Wu ◽  
Cong-Shuai Wang ◽  
Jin-Rong Wang ◽  
Guang-Jian Mei ◽  
Feng Shi
Keyword(s):  
Phosphoric Acid ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed ◽  
Catalytic Asymmetric ◽  
Cyclic Enaminones

A chiral phosphoric acid-catalyzed asymmetric interrupted Nazarov-type cyclization of C3-alkenyl-substituted 2-indolylmethanols has been established by using cyclic enaminones as nucleophiles.

On the Question of Steric Repulsion versus Noncovalent Attractive Interactions in Chiral Phosphoric Acid Catalyzed Asymmetric Reactions

2021 ◽  
Author(s):  
Soumi Tribedi ◽  
Kazuo Kitaura ◽  
Takahito Nakajima ◽  
Raghavan B. Sunoj
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Catalysis ◽  
Transition States ◽  
Asymmetric Reactions ◽  
Steric Interaction ◽  
Steric Repulsion ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed

The origin of enantioselectivity in asymmetric catalysis is often built around the differential steric interaction in the enantiocontrolling transition states (TSs). Closer perusal of enantiocontrolling TSs in an increasingly diverse...

Catalytic asymmetric construction of spiro[pyrrolidine-2,3′-oxindole] scaffolds through chiral phosphoric acid-catalyzed 1,3-dipolar cycloaddition involving 3-amino oxindoles

2015 ◽  
Vol 51 (85) ◽  
pp. 15510-15513 ◽  
Author(s):  
Guodong Zhu ◽  
Baomin Wang ◽  
Xiaoze Bao ◽  
Huanrui Zhang ◽  
Qian Wei ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Dipolar Cycloaddition ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed ◽  
Catalytic Asymmetric

The catalytic asymmetric three-component 1,3-dipolar cycloaddition of 3-amino oxindoles with aldehydes and nitroolefins with a chiral phosphoric acid is reported.

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