The asymmetric synthesis of CF3-containing spiro[pyrrolidin-3,2′-oxindole] through the organocatalytic 1,3-dipolar cycloaddition reaction

2015 ◽  
Vol 51 (42) ◽  
pp. 8789-8792 ◽  
Author(s):  
Mingxia Ma ◽  
Yuanyuan Zhu ◽  
Quantao Sun ◽  
Xiaoyuan Li ◽  
Jinhuan Su ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Building Block ◽  
Cycloaddition Reaction ◽  
Optically Active ◽  
Dipolar Cycloaddition ◽  
New Strategy

A new strategy for the construction of optically active 5′-CF3 spiro[pyrrolidin-3,2′-oxindole] was described by using CF3CH2NH2 as a building block.

The catalytic asymmetric synthesis of CF3-containing spiro-oxindole–pyrrolidine–pyrazolone compounds through squaramide-catalyzed 1,3-dipolar cycloaddition

2019 ◽  
Vol 17 (22) ◽  
pp. 5514-5519 ◽  
Author(s):  
Cui Wang ◽  
Dongwa Wen ◽  
Hui Chen ◽  
Yabo Deng ◽  
Xueting Liu ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Catalytic Asymmetric Synthesis ◽  
Catalytic Asymmetric

Pharmaceutically important compounds were synthesized through the organocatalytic 1,3-dipolar cycloaddition reaction.

New Strategy of Synthesis of Peramivir Analogues as Potential Neuraminidase Inhibitors

Synthesis ◽  
2019 ◽  
Vol 52 (06) ◽  
pp. 933-941
Author(s):  
Roberta Bartolotta ◽  
Concetta La Rosa ◽  
Donatella Nava
Keyword(s):  
Cycloaddition Reaction ◽  
Nitrile Oxide ◽  
Hydroxyl Group ◽  
Dipolar Cycloaddition ◽  
Carbon Nucleus ◽  
Neuraminidase Inhibitors ◽  
Subsequent Reaction ◽  
New Strategy

Highly functionalised potential neuraminidase (NA) inhibitors, analogues of peramivir, were synthesised via a new and versatile method starting from a stereoselective 1,3-dipolar cycloaddition reaction between the nitrile oxide derived from 2-ethylbutanal and the commercially available and inexpensive cyclopentadiene and 1,3-cyclohexadiene, which afforded the isoxazolino-cyclopentene or cyclohexene intermediates, respectively. The subsequent reaction of the C=C bond in different conditions allowed the functionalisation of the five (or six) membered carbon nucleus. Further functionalised derivatives displaying an amino and a hydroxyl group were achieved via the final opening of the isoxazoline ring.

Asymmetric Synthesis of α-Trifluoromethyl Pyrrolidines through Organocatalyzed 1,3-Dipolar Cycloaddition Reaction

2017 ◽  
Vol 82 (7) ◽  
pp. 3482-3490 ◽  
Author(s):  
Zhenghao Dong ◽  
Yuanyuan Zhu ◽  
Boyu Li ◽  
Cui Wang ◽  
Wenjin Yan ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition

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.

Bifunctional oxindole-chromone 4C building block directed asymmetric synthesis of bispirocyclic hexahydroxanthones featuring five contiguous stereocenters and two side-by-side oxindoles

2019 ◽  
Vol 6 (10) ◽  
pp. 1603-1607 ◽  
Author(s):  
Xiong-Li Liu ◽  
Yi Gong ◽  
Shuang Chen ◽  
Xiong Zuo ◽  
Zhen Yao ◽  
...  
Keyword(s):  
Small Molecules ◽  
Asymmetric Synthesis ◽  
Natural Product ◽  
Building Block ◽  
Three Dimensional ◽  
Optically Active ◽  
High Demand ◽  
Dimensional Complexity

Optically active small molecules based on privileged natural product frameworks and rich in three-dimensional complexity are in high demand.

Asymmetric Synthesis of Spiro[isoxazolin-3,3′-oxindoles] via the Catalytic 1,3-Dipolar Cycloaddition Reaction of Nitrile Oxides

2014 ◽  
Vol 79 (16) ◽  
pp. 7703-7710 ◽  
Author(s):  
Xiangjin Lian ◽  
Songsong Guo ◽  
Gang Wang ◽  
Lili Lin ◽  
Xiaohua Liu ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Nitrile Oxides

Asymmetric synthesis of α-keto β-lactams via [2+2] cycloaddition reaction: A concise approach to optically active (α-hydroxy β-lactams and β-alkyl(aryl)isoserines.

1993 ◽  
Vol 34 (39) ◽  
pp. 6325-6328 ◽  
Author(s):  
Claudio Palomo ◽  
Jesús M. Aizpurua ◽  
José I. Miranda ◽  
Antonia Mielgo ◽  
José M. Odriozola
Keyword(s):  
Asymmetric Synthesis ◽  
Cycloaddition Reaction ◽  
Optically Active ◽  
Alkyl Aryl
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