Sequential Addition Reactions of Lithium Acetylides and Grignard Reagents to Selenoiminium Salts Leading to 2-Propynyl Tertiary Amines Bearing a Tetrasubstituted Carbon Center

2007 ◽  
Vol 80 (11) ◽  
pp. 2220-2225 ◽  
Author(s):  
Toshiaki Murai ◽  
Sho Nogawa ◽  
Yuichiro Mutoh
Keyword(s):  
Grignard Reagents ◽  
Addition Reactions ◽  
Tertiary Amines ◽  
Sequential Addition

Sequential Addition Reactions of Two Molecules of Grignard Reagents to Thioformamides

2009 ◽  
Vol 74 (15) ◽  
pp. 5703-5706 ◽  
Author(s):  
Toshiaki Murai ◽  
Kazuki Ui ◽  
Narengerile
Keyword(s):  
Grignard Reagents ◽  
Addition Reactions ◽  
Sequential Addition

ChemInform Abstract: Sequential Addition Reactions of Two Molecules of Grignard Reagents to Thioformamides

ChemInform ◽  
2010 ◽  
Vol 41 (1) ◽  
pp. no-no
Author(s):  
Toshiaki Murai ◽  
Kazuki Ui ◽  
Narengerile Narengerile
Keyword(s):  
Grignard Reagents ◽  
Addition Reactions ◽  
Sequential Addition

Ionic dimerisation of trifluoropropenenitrile and its addition reactions with methyl trifluoropropenoate

1980 ◽  
Vol 45 (2) ◽  
pp. 406-414 ◽  
Author(s):  
Jiří Svoboda ◽  
Oldřich Paleta ◽  
Václav Dědek
Keyword(s):  
Reaction Mechanism ◽  
Proton Transfer ◽  
Substituent Effect ◽  
Solvent Molecule ◽  
Addition Product ◽  
Potassium Fluoride ◽  
Relative Reactivity ◽  
Addition Reactions ◽  
Tertiary Amines ◽  
Optimum Conditions

Dimerisation of trifluoropropenenitrile (I) in the presence of potassium fluoride and tertiary amines afforded a mixture of stereoisomeric perfluoro-4-methyl-pentenedinitriles (II), higher-boiling compounds, and 2,3,3,3-tetrafluoropropanenitrile (III) which arises by proton transfer from the solvent molecule. Under optimum conditions, product II was obtained in about 50% yield. Reaction of the nitrile I with methyl trifluoropropenoate (IV) gave, besides the dimers II and V, the product of addition of the nitrile I to the propenoate, IV, i.e. methyl 4-cyanoperfluoro-2-pentenoate (VI), and the addition product of the propenoate IV to the nitrile I, i.e. methyl 4-cyanoperfluoro-2-methyl-3-butenoate (VII). The relative reactivity if I and IV is discussed. The ratio of stereoisomers in II, V, VI and VII indicates that the magnitude of the steric substituent effect, operating in the reaction mechanism, decreases in the order -CFCF3.(COOCH3) > -CFCF3(CN) > -COOCH3 > -CN.

Asymmetric Addition Reactions of Grignard Reagents to Chiral 2-Trifluoromethyl tert-Butyl (Ellman) Sulfinimine—Ethanol Adducts.

ChemInform ◽  
2006 ◽  
Vol 37 (29) ◽  
Author(s):  
Scott D. Kuduk ◽  
Christina Ng Di Marco ◽  
Steven M. Pitzenberger ◽  
Nancy Tsou
Keyword(s):  
Grignard Reagents ◽  
Addition Reactions ◽  
Asymmetric Addition ◽  
Tert Butyl
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