Gold(I)-Catalyzed [4+2] Annelation/Nucleophilic Addition Sequence: Stereoselective Synthesis of Functionalized Bicyclo[4.3.0]nonenes

2008 ◽  
Vol 350 (16) ◽  
pp. 2617-2630 ◽  
Author(s):  
Sebastian Böhringer ◽  
Fabien Gagosz
Keyword(s):  
Nucleophilic Addition ◽  
Stereoselective Synthesis

Stereoselective Synthesis of 3-Substituted and 3,4-Disubstituted Piperidine und Piperidin-2-one Derivatives

2012 ◽  
Vol 67 (4) ◽  
pp. 389-405 ◽  
Author(s):  
Ellen Klegraf ◽  
Horst Kunz
Keyword(s):  
Nucleophilic Addition ◽  
Stereoselective Synthesis ◽  
Organometallic Reagents

The stereoselective synthesis of 3-substituted and 3,4-disubstituted piperidine and piperidin-2-one derivatives was achieved starting from 2-pyridone. After N-galactosylation and subsequent O-silylation, nucleophilic addition of organometallic reagents proceeded with high regio- and stereoselectivity at 4-position. Substituents at position 3 were stereoselectively introduced by reaction of electrophiles with amide enolates of the N-galactosyl-2-piperidones.

Stereoselective synthesis of fully substituted ethylenes via an Ag-catalyzed 1,6-nucleophilic addition/annulation cascade

2020 ◽  
Vol 56 (56) ◽  
pp. 7749-7752
Author(s):  
Bu-Zheng Tang ◽  
Wen-Juan Hao ◽  
Jia-Zhuo Li ◽  
Shan-Shan Zhu ◽  
Shu-Jiang Tu ◽  
...  
Keyword(s):  
Nucleophilic Addition ◽  
Stereoselective Synthesis ◽  
First Time

A catalytic 1,6-nucleophilic addition/annulation cascade was developed for the first time, and used to produce 27 hitherto unreported ethylene-linked 1-naphthol-imidazole pairs with generally good yields and complete stereoselectivity.

Nucleophilic addition of potassium organotrifluoroborates to chiral cyclic N-acyliminium ions: stereoselective synthesis of functionalized N-heterocycles

Tetrahedron ◽  
2008 ◽  
Vol 64 (15) ◽  
pp. 3306-3314 ◽  
Author(s):  
Adriano S. Vieira ◽  
Fernando P. Ferreira ◽  
Pedro F. Fiorante ◽  
Rafael C. Guadagnin ◽  
Hélio A. Stefani
Keyword(s):  
Nucleophilic Addition ◽  
Stereoselective Synthesis ◽  
Acyliminium Ions
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