Switch of Addition and Ring-Opening Reactions of Oxabicyclic Alkenes with Terminal Alkynes by sp2-C,P- and sp3-C,P-Palladacycle Catalysis

2013 ◽  
Vol 32 (16) ◽  
pp. 4465-4468 ◽  
Author(s):  
Dong-Liang Mo ◽  
Bo Chen ◽  
Chang-Hua Ding ◽  
Li-Xin Dai ◽  
Guang-Cun Ge ◽  
...  
Keyword(s):  
Ring Opening ◽  
Terminal Alkynes ◽  
Ring Opening Reactions ◽  
Oxabicyclic Alkenes

Chiral P-Containing Palladacycle-Catalyzed Asymmetric Ring-Opening Reactions of Oxabicyclic Alkenes with Alkenyl Boronic Acids

Synlett ◽  
2011 ◽  
Vol 2011 (07) ◽  
pp. 943-946 ◽  
Author(s):  
Xue-Long Hou ◽  
Xiao-Jun Huang ◽  
Dong-Liang Mo ◽  
Chang-Hua Ding
Keyword(s):  
Ring Opening ◽  
Boronic Acids ◽  
Ring Opening Reactions ◽  
Oxabicyclic Alkenes ◽  
Asymmetric Ring Opening

scholarly journals Iridium-catalyzed asymmetric ring-opening reactions of oxabicyclic alkenes with secondary amine nucleophiles

2009 ◽  
Vol 5 ◽  
Author(s):  
Dingqiao Yang ◽  
Ping Hu ◽  
Yuhua Long ◽  
Yujuan Wu ◽  
Heping Zeng ◽  
...  
Keyword(s):  
Secondary Amine ◽  
Ring Opening ◽  
Secondary Amines ◽  
X Ray ◽  
X Ray Crystallography ◽  
Ring Opening Reactions ◽  
Oxabicyclic Alkenes ◽  
First Time ◽  
Asymmetric Ring Opening

Iridium-catalyzed asymmetric ring-opening reactions of oxabicyclic alkenes with various aliphatic and aromatic secondary amines are reported for the first time. The reaction gave the corresponding trans-1,2-dihydronaphthalenol derivatives in good yields with moderate enantioselectivities in the presence of 2.5 mol % [Ir(COD)Cl]2 and 5 mol % bisphosphine ligand (S)-p-Tol-BINAP. The trans-configuration of 3f was confirmed by X-ray crystallography.

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