Asymmetric 1,3-Dipolar Cycloaddition Reaction of Azomethine Imines to Allyl Alcohol

2008 ◽  
Vol 37 (3) ◽  
pp. 342-343 ◽  
Author(s):  
Tomomitsu Kato ◽  
Shuhei Fujinami ◽  
Yutaka Ukaji ◽  
Katsuhiko Inomata
Keyword(s):  
Allyl Alcohol ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Azomethine Imines

ChemInform Abstract: Asymmetric 1,3-Dipolar Cycloaddition Reaction of Azomethine Imines to Allyl Alcohol.

ChemInform ◽  
2008 ◽  
Vol 39 (32) ◽  
Author(s):  
Tomomitsu Kato ◽  
Shuhei Fujinami ◽  
Yutaka Ukaji ◽  
Katsuhiko Inomata
Keyword(s):  
Allyl Alcohol ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Azomethine Imines

scholarly journals 1,3-Dipolar cycloaddition of isatin N,N′-cyclic azomethine imines with α,β-unsaturated aldehydes catalyzed by DBU in water

RSC Advances ◽  
2020 ◽  
Vol 10 (41) ◽  
pp. 24288-24292 ◽  
Author(s):  
Zhan-Yong Wang ◽  
Ting Yang ◽  
Rongxiang Chen ◽  
Xueji Ma ◽  
Huan Liu ◽  
...  
Keyword(s):  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Unsaturated Aldehydes ◽  
Quaternary Center ◽  
Azomethine Imines ◽  
Green Procedure

A simple and green procedure was established by [3 + 3] cycloaddition reaction of isatin derived cyclic imine 1,3-dipoles with α,β-unsaturated aldehydes, giving spirooxindoles with aza-quaternary center in good yields and diastereoselectivities.

CuI-Catalyzed [3+2] Cycloaddition of Hindered Vinylidenebisphosphonates (VBP) with Azomethine Imines for Highly Regioselective Access to Dinitrogen-Heterobicycle-Containing Bisphosphonates

Synthesis ◽  
2018 ◽  
Vol 50 (13) ◽  
pp. 2601-2607
Author(s):  
Zhongxiang Zhu ◽  
Qinghe Wang ◽  
Dulin Kong ◽  
Tiao Huang ◽  
Mingshu Wu
Keyword(s):  
Biological Activity ◽  
Low Cost ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Atom Economy ◽  
Mild Conditions ◽  
Synthetic Strategy ◽  
Fused Heterocycles ◽  
Azomethine Imines ◽  
High Stereoselectivity

A concise, atom-economic, and highly regioselective synthetic strategy for the construction of several dinitrogen-fused heterocycles bearing bisphosphonates by 1,3-dipolar cycloaddition reaction of azomethine imines with tetraethyl vinylidene-1,1-bisphosphonate in the presence of CuI in toluene media has been developed. The targeted compounds were obtained in good yields and with excellent regioselectivity. This method for the synthesis of gem-bisphosphonates (BPs) is particularly attractive due to features such as low cost, mild conditions, atom economy, high stereoselectivity, and potential biological activity of the product.

1,3-Dipolar Cycloaddition Reaction ofd-Glucose-Derived Nitrone with Allyl Alcohol:  Synthesis of 2-Hydroxy-1-deoxycastanospermine Analogues

2005 ◽  
Vol 70 (4) ◽  
pp. 1356-1363 ◽  
Author(s):  
Narayan S. Karanjule ◽  
Shankar D. Markad ◽  
Tarun Sharma ◽  
Sushma G. Sabharwal ◽  
Vedavati G. Puranik ◽  
...  
Keyword(s):  
Allyl Alcohol ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Alcohol Synthesis

Thermal 1,3-dipolar cycloaddition reaction of azomethine imines with active esters

2016 ◽  
Vol 14 (28) ◽  
pp. 6757-6761 ◽  
Author(s):  
Liwenze He ◽  
Lin Liu ◽  
Runfeng Han ◽  
Weiwei Zhang ◽  
Xingang Xie ◽  
...  
Keyword(s):  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Active Esters ◽  
Azomethine Imines

A simple and efficient [3 + 2] cycloaddition reaction between active esters and azomethine imines to afford pyrazolidinone derivatives has been developed. It does not involve a catalyst and commonly uses two substrates.

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