Chiral phosphoric acid catalyzed enantioselective 1,3-dipolar cycloaddition reaction of azlactones

2016 ◽  
Vol 52 (7) ◽  
pp. 1377-1380 ◽  
Author(s):  
Zhenhua Zhang ◽  
Wangsheng Sun ◽  
Gongming Zhu ◽  
Junxian Yang ◽  
Ming Zhang ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed

The first chiral phosphoric acid catalyzed highly diastereo- and enantioselective 1,3-dipolar cycloaddition reaction of azlactones and methyleneindolinones was disclosed to yield 3,3′-pyrrolidonyl spirooxindole scaffolds.

ChemInform Abstract: Chiral Phosphoric Acid Catalyzed Enantioselective 1,3-Dipolar Cycloaddition Reaction of Azlactones.

ChemInform ◽  
2016 ◽  
Vol 47 (21) ◽  
Author(s):  
Zhenhua Zhang ◽  
Wangsheng Sun ◽  
Gongming Zhu ◽  
Junxian Yang ◽  
Ming Zhang ◽  
...  
Keyword(s):  
Phosphoric Acid ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed

Chiral phosphoric acid catalyzed enantioselective annulation of acyclic enecarbamates to in situ-generated ortho-quinone methides

2017 ◽  
Vol 15 (35) ◽  
pp. 7272-7276 ◽  
Author(s):  
Chandan Gharui ◽  
Shreya Singh ◽  
Subhas Chandra Pan
Keyword(s):  
Phosphoric Acid ◽  
Cycloaddition Reaction ◽  
Quinone Methides ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed ◽  
Phosphoric Acids

The first organocatalytic asymmetric [4 + 2]-cycloaddition reaction between acyclic enecarbamates with in situ generated ortho-quinone methides has been developed using chiral phosphoric acids as catalysts.

Enantioselective Synthesis of 1-Substituted 1,2,3,4-Tetrahydroisoquinolines through 1,3-Dipolar Cycloaddition by a Chiral Phosphoric Acid

Synlett ◽  
2019 ◽  
Vol 30 (13) ◽  
pp. 1541-1545 ◽  
Author(s):  
Yuan Jin ◽  
Yasuhiro Honma ◽  
Hisashi Morita ◽  
Masamichi Miyagawa ◽  
Takahiko Akiyama
Keyword(s):  
Phosphoric Acid ◽  
Asymmetric Synthesis ◽  
Vinyl Ether ◽  
31P Nmr ◽  
Cycloaddition Reaction ◽  
Enantioselective Synthesis ◽  
Dipolar Cycloaddition ◽  
New Approach ◽  
Chiral Phosphoric Acid ◽  
High Yields

A new approach is described for the asymmetric synthesis of 1-substituted 1,2,3,4-tetrahydroisoquinolines that is based on the enantioselective 1,3-dipolar cycloaddition reaction of a nitrone and a vinyl ether in the presence of a chiral phosphoric acid that gives the chiral tetrahydroisoquinolines in high yields and with high enantioselectivities. 1H and 31P NMR analyses of the mixture of nitrone and chiral phosphoric acid suggest the formation of a 1:1 complex.

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.

Chiral Phosphoric Acid Catalyzed Stereoselective Spiroketalizations

Synlett ◽  
2013 ◽  
Vol 24 (06) ◽  
pp. 661-665 ◽  
Author(s):  
Pavel Nagorny ◽  
Zhankui Sun ◽  
Grace Winschel
Keyword(s):  
Phosphoric Acid ◽  
Chiral Phosphoric Acid ◽  
Acid Catalyzed
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