Macrocycles with sulfide and amine binding sites as chiral ligands for nickel catalyzed cross coupling of a grignard reagent with vinyl bromide

1985 ◽  
Vol 26 (29) ◽  
pp. 3499-3502 ◽  
Author(s):  
Marc Lemaire ◽  
Bindert K. Vriesema ◽  
Richard M. Kellogg
Keyword(s):  
Binding Sites ◽  
Grignard Reagent ◽  
Cross Coupling ◽  
Chiral Ligands ◽  
Vinyl Bromide

scholarly journals Towards the total synthesis of chondrochloren A: synthesis of the (Z)-enamide fragment

2020 ◽  
Vol 16 ◽  
pp. 670-673
Author(s):  
Jan Geldsetzer ◽  
Markus Kalesse
Keyword(s):  
Total Synthesis ◽  
Stereoselective Synthesis ◽  
Cross Coupling ◽  
Vinyl Bromide ◽  
Type Coupling ◽  
Chiral Centers

The stereoselective synthesis of the (Z)-enamide fragment of chondrochloren (1) is described. A Buchwald-type coupling between amide 3 and (Z)-bromide 4 was used to generate the required fragment. The employed amide 3 comprising three chiral centers was obtained through a seven-step sequence starting from ᴅ-ribonic acid-1,4-lactone. The (Z)-vinyl bromide 4 is accessible in four steps from 4-hydroxybenzaldehyde. The pivotal cross coupling between both fragments was achieved after extensive experimentation with copper(I) iodide, K2CO3 and N,N′-dimethylethane-1,2-diamine.

A new trialkoxysilylation reaction, the cross-coupling of (tri-isopropyloxysilyl)methyl grignard reagent with organic halides

1993 ◽  
Vol 451 (1-2) ◽  
pp. C1-C3 ◽  
Author(s):  
Dalci J. Brondani ◽  
Robert J.P. Corriu ◽  
Sahar El Ayoubi ◽  
Joël J.E. Moreau ◽  
Wong Chi Man Michel
Keyword(s):  
Grignard Reagent ◽  
Cross Coupling ◽  
Organic Halides ◽  
The Cross

ChemInform Abstract: A New Trialkoxysilylation Reaction, the Cross-Coupling of a (Tri- isopropyloxysilyl)methyl Grignard Reagent with Organic Halides.

ChemInform ◽  
2010 ◽  
Vol 24 (43) ◽  
pp. no-no
Author(s):  
D. J. BRONDANI ◽  
R. J. P. CORRIU ◽  
S. EL AYOUBI ◽  
J. J. E. MOREAU ◽  
M. WONG CHI MAN
Keyword(s):  
Grignard Reagent ◽  
Cross Coupling ◽  
Organic Halides ◽  
The Cross

l-Proline promoted cross-coupling of vinyl bromide with thiols catalyzed by CuBr in ionic liquid

2006 ◽  
Vol 47 (7) ◽  
pp. 1217-1220 ◽  
Author(s):  
Yunfa Zheng ◽  
Xingfen Du ◽  
Weiliang Bao
Keyword(s):  
Ionic Liquid ◽  
Cross Coupling ◽  
Vinyl Bromide
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