The Synthesis of β-Lactams via a One-Pot Reformatsky Reaction of Imines Promoted by Zn/Cp2TiCl2 (cat.).

ChemInform ◽  
2003 ◽  
Vol 34 (26) ◽  
Author(s):  
Lei Chen ◽  
Gang Zhao ◽  
Yu Ding
Keyword(s):  
Reformatsky Reaction ◽  
One Pot

First enantioselective one-pot, three-component imino Reformatsky reaction

2006 ◽  
Vol 78 (2) ◽  
pp. 287-291 ◽  
Author(s):  
Pier Giorgio Cozzi ◽  
Eleonora Rivalta
Keyword(s):  
Simple Procedure ◽  
Enantiomeric Excess ◽  
Multiple Roles ◽  
Reformatsky Reaction ◽  
One Pot ◽  
Bond Forming ◽  
Carbon Carbon Bond ◽  
Three Component Reaction ◽  
Hydroxy Esters ◽  
The Reformatsky Reaction

The Reformatsky reaction is the well-recognized carbon-carbon bond-forming reaction of α-halo esters with aldehydes or ketones in the presence of Zn metal to give β-hydroxy esters. Recently, it has been reported that Rh- and Ni-catalyzed Reformatsky reaction, in which R2Zn (R = Me, Et) acts as the Zn source, reacted smoothly with carbonyl compounds and imines. Taking advantage of N-methylephedrine as a cheap and recoverable chiral ligand, we have discovered the first homogeneous enantioselective Ni-catalyzed imino Reformatsky reaction. The process is a one-pot, three-component reaction, in which Me2Zn plays multiple roles as dehydrating agent, reductant, and coordinating metal. Broad scope, high enantiomeric excess, and a simple procedure are adding value to our findings.

ChemInform Abstract: One-Pot Synthesis of 4,4-Difluoro-3-oxo-2-(triphenylphosphoranylidene)-δ-lactones by Reformatsky Reaction.

ChemInform ◽  
2010 ◽  
Vol 41 (7) ◽  
Author(s):  
Xiang Fang ◽  
Xueyan Yang ◽  
Min Zhao ◽  
Qingfeng Di ◽  
Xiaoguang Wang ◽  
...  
Keyword(s):  
Reformatsky Reaction ◽  
One Pot ◽  
One Pot Synthesis

First Enantioselective One-Pot, Three-Component Imino Reformatsky Reaction

ChemInform ◽  
2006 ◽  
Vol 37 (31) ◽  
Author(s):  
Pier Giorgio Cozzi ◽  
Eleonora Rivalta
Keyword(s):  
Reformatsky Reaction ◽  
One Pot

One-pot synthesis of 4,4-difluoro-3-oxo-2-(triphenylphosphoranylidene)-δ-lactones by Reformatsky reaction

2009 ◽  
Vol 130 (10) ◽  
pp. 974-978 ◽  
Author(s):  
Xiang Fang ◽  
Xueyan Yang ◽  
Min Zhao ◽  
Qingfeng Di ◽  
Xiaoguang Wang ◽  
...  
Keyword(s):  
Reformatsky Reaction ◽  
One Pot ◽  
One Pot Synthesis

Highly Enantioselective One-Pot, Three-Component Imino-Reformatsky Reaction

2005 ◽  
Vol 117 (23) ◽  
pp. 3666-3669 ◽  
Author(s):  
Pier Giorgio Cozzi ◽  
Eleonora Rivalta
Keyword(s):  
Reformatsky Reaction ◽  
One Pot

Highly Enantioselective One-Pot, Three-Component Imino-Reformatsky Reaction

2005 ◽  
Vol 44 (23) ◽  
pp. 3600-3603 ◽  
Author(s):  
Pier Giorgio Cozzi ◽  
Eleonora Rivalta
Keyword(s):  
Reformatsky Reaction ◽  
One Pot

Highly Enantioselective One-Pot, Three-Component Imino-Reformatsky Reaction.

ChemInform ◽  
2005 ◽  
Vol 36 (41) ◽  
Author(s):  
Pier Giorgio Cozzi ◽  
Eleonora Rivalta
Keyword(s):  
Reformatsky Reaction ◽  
One Pot
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