scholarly journals Reactions of 1,4-Bis(trimethylsilyl)-1,4-dihydropyridines with Carbonyl Compounds: A New Method for Regioselective Synthesis of 3-Alkylpyridines

1987 ◽  
Vol 60 (4) ◽  
pp. 1497-1504 ◽  
Author(s):  
Otohiko Tsuge ◽  
Shuji Kanemasa ◽  
Toshio Naritomi ◽  
Junji Tanaka
2019 ◽  
Author(s):  
Zhen Liu ◽  
Xiaohan Li ◽  
Tian Zeng ◽  
Keary Engle

A substrate-directed enantioselective <i>anti</i>-carboboration reaction of alkenes has been developed, wherein a carbon based nucleophile and a boron moiety are installed across the C=C bond through a 5- or 6-membered palladacycle intermediate. The reaction is promoted by a palladium(II) catalyst and a mondentate oxzazoline ligand. A range of enantioenriched secondary alkylboronate products were obtained with moderate to high enantioselectivity that could be further upgraded by recrystallization. This work represents a new method to synthesize versatile and valuable alkylboronate building blocks. Building on an earlier mechanistic proposal by Peng, He, and Chen, a revised model is proposed to account for the stereoconvergent nature of this transformation.


2002 ◽  
Vol 75 (2) ◽  
pp. 223-234 ◽  
Author(s):  
Jun-ichi Matsuo ◽  
Daisuke Iida ◽  
Kazuya Tatani ◽  
Teruaki Mukaiyama

Sign in / Sign up

Export Citation Format

Share Document