Cp2TiCl2-catalyzed cis-hydroalumination of propargylic amines with Red-Al: stereoselective synthesis of Z-configured allylic amines

2015 ◽  
Vol 51 (29) ◽  
pp. 6426-6429 ◽  
Author(s):  
Renhong Sun ◽  
Jun Liu ◽  
Shuang Yang ◽  
Ming Chen ◽  
Ning Sun ◽  
...  

Titanium-catalyzed cis-hydroalumination of propargylic amines with Red-Al provides Z-configured allylic amines in good to excellent yields with high stereoselectivity.

Author(s):  
Jos� Barluenga ◽  
Enrique Aguilar ◽  
Jes�s Joglar ◽  
Bernardo Olano ◽  
Santos Fustero

ChemInform ◽  
1990 ◽  
Vol 21 (6) ◽  
Author(s):  
J. BARLUENGA ◽  
E. AGUILAR ◽  
J. JOGLAR ◽  
B. OLANO ◽  
S. FUSTERO

2005 ◽  
Vol 2005 (7) ◽  
pp. 446-448 ◽  
Author(s):  
Lei Wang ◽  
Zhizhen Huang

The condensation reaction of telluronium salts 1 with aldehydes and dibutyl telluride 4, bromide 5 with aldehyde 2 proceeded smoothly in the ionic solvent [bmim][BF4], affording a novel method for the stereoselective synthesis of (E)-α,β-unsaturated compounds 3 in high purity, excellent yields and high stereoselectivity.


Synlett ◽  
2018 ◽  
Vol 30 (01) ◽  
pp. 82-88 ◽  
Author(s):  
Mats Larhed ◽  
Ahmed Adeyemi ◽  
Alexander Wetzel ◽  
Joakim Bergman ◽  
Jonas Brånalt

A method for highly regio- and stereoselective intramolecular Mizoroki–Heck 5-exo cyclization of aryl iodides to the corresponding spirooxindoles has been developed. Electron-rich and electron-deficient aryl iodide precursors were selectively ring-closed with high stereoselectivity and good yields. The double-bond position in the cyclopentene ring was controlled by careful choice of reaction conditions. These rare spiro compounds were further functionalized to rigidified unnatural amino acid derivatives by a subsequent gas-free Pd(0)-catalyzed alkoxycarbonylation, followed by selective O- and N-deprotections.


2005 ◽  
Vol 2005 (2) ◽  
pp. 96-98 ◽  
Author(s):  
Taokei Ying ◽  
Weiliang Bao ◽  
Zhonghua Wang ◽  
Yongmin Zhang

NaCl, NaBr and NaI immobilised in 1-butyl-3-methylimidazolinium hydrogen sulfate ([bmim][HSO4]) ionic liquid was found to be an efficient halogenation system for the conversion of Baylis-Hillman adducts, 3-hydroxy-2-methylenealkanoates, into (2Z)-2-(halomethyl)alk-2-enoates. To maintain high stereoselectivity the protocol provides significant improvements over existing procedures.


2013 ◽  
Vol 859 ◽  
pp. 345-348
Author(s):  
Xiao Chuan Li ◽  
Shan Shan Gong ◽  
Qi Sun

A novel and stereoselective synthetic method for the preparation of 3α-cholesterylamine was developed. This method had many features, such as easily accessible cholesterol starting material, high stereoselectivity, simple procedure, short reaction time, and good yield.


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