Discrimination of Reaction Pathways by a Simple Organoaluminum Compound, Me2AlCl, in Lewis Acid Promoted Reactions of Aldehydes with Organosilicon Reagents

1992 ◽  
Vol 21 (4) ◽  
pp. 631-634 ◽  
Author(s):  
Atsunori Mori ◽  
Hiroshi Ohno ◽  
Shohei Inoue
Keyword(s):  
Lewis Acid ◽  
Reaction Pathways ◽  
Organoaluminum Compound

Lewis acid catalyst-steered divergent synthesis of functionalized vicinal amino alcohols and pyrroles from tertiary enamides

2018 ◽  
Vol 5 (21) ◽  
pp. 3138-3142 ◽  
Author(s):  
Xin-Ming Xu ◽  
Chuan-Hu Lei ◽  
Shuo Tong ◽  
Jieping Zhu ◽  
Mei-Xiang Wang
Keyword(s):  
Lewis Acid ◽  
Acid Catalyst ◽  
Amino Alcohols ◽  
Reaction Pathways ◽  
Lewis Acid Catalyst

We report herein two Lewis acid catalyst-steered distinct reaction pathways of N-formylmethyl tertiary enamides.

Reactivity of rhodium and iridium peroxido complexes towards hydrogen in the presence of B(C6F5)3 or [H(OEt2)2][B{3,5-(CF3)2C6H3}4]

2018 ◽  
Vol 47 (45) ◽  
pp. 16299-16304
Author(s):  
Hanna Baumgarth ◽  
Gregor Meier ◽  
Cortney N. von Hahmann ◽  
Thomas Braun
Keyword(s):  
Lewis Acid ◽  
Reaction Pathways ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid

Rh and Ir peroxido complexes have been studied in the metal-mediated hydrogenation of O2. Dissimilar reaction pathways have been found on using the Lewis-acid B(C6F5)3 or the Brønsted-acid [H(OEt2)2][B{3,5-(CF3)2C6H3}4] to give H2O·B(C6F5)3 or H2O2.

Mechanistic insights into perfluoroaryl borane-catalyzed allylstannations: Toward asymmetric induction with chiral boranes

2004 ◽  
Vol 76 (3) ◽  
pp. 615-623 ◽  
Author(s):  
D. J. Morrison ◽  
J. M. Blackwell ◽  
W. E. Piers
Keyword(s):  
Lewis Acid ◽  
Acid Strength ◽  
The Other ◽  
Asymmetric Induction ◽  
Reaction Pathways ◽  
Organic Transformations ◽  
Effective Catalyst

The perfluoroaryl borane B(C6F5)3 is an effective catalyst for a variety of organic transformations. In the hydrosilation of carbonyl functions, it activates the silane rather than the carbonyl substrate. In allylstannation reactions, two competing reaction pathways are observed, one involving tin cation catalysis, the other "true" borane catalysis. For B(C6F5)3, the former mechanism dominates, while for the weaker Lewis acid PhB(C6F5)2, the latter pathway is more prominent. Thus, chiral boranes of similar Lewis acid strength to PhB(C6F5)2 have the potential to mediate asymmetric allylstannation of aldehyde substrates.

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