Rh(i)-Catalyzed enantioselective and scalable [4 + 2] cycloaddition of 1,3-dienes with dialkyl acetylenedicarboxylates

2020 ◽  
Vol 18 (15) ◽  
pp. 2956-2961 ◽  
Author(s):  
Robert Li-Yuan Bao ◽  
Junjie Yin ◽  
Lei Shi ◽  
Limin Zheng

A highly enantioselective and scalable intermolecular [4 + 2] cycloaddition to construct substituted cyclohexa-1,4-dienes.

1999 ◽  
Vol 23 (6) ◽  
pp. 368-369
Author(s):  
Issa Yavari ◽  
Abbas Ali Esmaili ◽  
Sakineh Asghari ◽  
Hamid Reza Bijanzadeh

The highly reactive 1:1 intermediate produced in the reaction between tert-butyl isocyanide and dialkyl acetylenedicarboxylates is trapped by dialkyl 2-bromomalonates to yield the title compounds in fairly high yields.


ChemInform ◽  
2011 ◽  
Vol 42 (40) ◽  
pp. no-no
Author(s):  
Khatereh Khandan-Barani ◽  
Malek Taher Maghsoodlou ◽  
Sayyed Mostafa Habibi-Khorasani ◽  
Nourallah Hazeri ◽  
Seyyed Sajad Sajadikhah

Synthesis ◽  
2018 ◽  
Vol 50 (18) ◽  
pp. 3715-3722 ◽  
Author(s):  
Ying Han ◽  
Chao-Guo Yan ◽  
Chang-Zhou Liu ◽  
Yuan-Yuan Zhang ◽  
Jing Sun

The three-component reaction of triphenylphosphine, dimethyl acetylenedicarboxylate and 3-arylamino-1-methyl-1H-pyrrole-2,5-diones in CH2Cl2 at room temperature resulted in functionalized 3-(triphenyl-λ5-phosphanylidene)succinates in nearly quantitative yields. However, tri(n-butyl)phosphine promoted reaction of dialkyl acetylenedicarboxylates and 3-arylamino-1-methyl-1H-pyrrole-2,5-diones in CH2Cl2 afforded functionalized pyrrolo[3,4-b]pyridine-4-carboxylates in satisfactory yields.


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