Nucleophilic addition to chiral pyridinium salts: stereoselective synthesis of (−)-Na-methylervitsine

2003 ◽  
Vol 14 (4) ◽  
pp. 469-479 ◽  
Author(s):  
M.-Lluı̈sa Bennasar ◽  
Ester Zulaica ◽  
Yolanda Alonso ◽  
Joan Bosch
Keyword(s):  
Nucleophilic Addition ◽  
Stereoselective Synthesis ◽  
Pyridinium Salts

Nucleophilic Addition of 1-Acetylindole Enolates to Pyridinium Salts. Stereoselective Formal Synthesis of (±)-Geissoschizine and (±)-Akagerine via 1,4-Dihydropyridines

1999 ◽  
Vol 64 (26) ◽  
pp. 9605-9612 ◽  
Author(s):  
M.-Lluïsa Bennasar ◽  
Juan-Miguel Jiménez ◽  
Bernat Vidal ◽  
Bilal A. Sufi ◽  
Joan Bosch
Keyword(s):  
Nucleophilic Addition ◽  
Pyridinium Salts ◽  
Formal Synthesis

Studies on the nucleophilic addition to 3,5-disubstituted pyridinium salts

Tetrahedron ◽  
1992 ◽  
Vol 48 (31) ◽  
pp. 6445-6454 ◽  
Author(s):  
Rodolfo Lavilla ◽  
Teresa Gotsens ◽  
Sonia Rodríguez ◽  
Joan Bosch
Keyword(s):  
Nucleophilic Addition ◽  
Pyridinium Salts

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.

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