The synthesis of several α-oxo sulfines is discribed. Various α-oxo sulfines can be isolated as such. The Diels-Alder reaction of these sulfines with 1,3-dienes can be catalyzed by Lewis acids.
B(C6F5)3-Catalyzed C-H Alkylation of N-Alkylamines Using Silicon Enolates without External Oxidant
An efficient method for the coupling of N-alkylamines with silicon enolates to generate β-amino carbonyl compounds is disclosed. These reactions proceed by activation of α-amino C-H bonds by B(C6F5)3, which likely generate
Chan, Jessica Z.,Chang, Yejin,Wasa, Masayuki
supporting information
p. 984 - 988
(2019/02/14)
Regioselective carboindation of simple alkenes with indium tribromide and ketene silyl acetals
(Equation Presented). The regioselective carboindation of simple alkenes with indium tribromide and ketene silyl acetals was accomplished. Various alkenes such as ethylene, 1-alkenes, and cyclic alkenes were applicable for this reaction system. The alkyli
Catalytic enantioselective aldol reaction to ketones
An enantioselective aldol reaction between ketones and ketene silyl acetals is described using CuF-chiral phosphine as a catalyst. The key for high enantioselectivity was the development of a novel ligand derived from Taniaphos combined with the unique ac
Surface-mediated solid phase reaction. Part 9. A convenient procedure for aldol reaction of ketene silyl acetals with aldehydes on the solid surface of alumina
The aldol reaction of ketene silyl acetals with aldehydes proceeds efficiently on the solid surface of alumina impregnated with anhydrous zinc chloride under sonication providing aldol products in high yields and with good stereoselectivity.
Ranu, Brindaban C.,Saha, Manika,Bhar, Sanjay
p. 3065 - 3077
(2007/10/03)
1,3-Dithienium- and 1,3-Dithiolenium Salts, III. Synthesis of Cyclic Dithioacetals of β-Keto Esters from Ketene Silyl Acetals
The 1,3-dithian-2-ylium tetrafluoroborates 3, available by different methods, react in good yields with the ketene silyl acetals 2 to give the new cyclic dithioacetals 4 which are deacetalized to the β-keto esters 5 and 9.
Stahl, Ingfried
p. 3159 - 3165
(2007/10/02)
Reaction of Ketene Silyl Acetals with Diazonium Salts: a Novel α-Amino Acid Ester Synthesis
The reaction of ketene silyl acetals with arenediazonium tetrafluoroborate gave α-hydrazono and α-azo esters, which were easily hydrogenated to α-amino esters.
Sakakura, Toshiyasu,Tanaka, Masato
p. 1309 - 1310
(2007/10/02)
Keten Silyl Acetal Chemistry; Simple Synthesis of Methyl Jasmonate and Related Compounds by Utilising Keten Methyl Dimethyl-t-butylsilyl Acetal
Conjugate addition of keten silyl acetals to α,β-unsaturated carbonyl compounds in acetonitrile gave a quantitative yield of the corresponding methyl (3-trialkylsiloxyalk-2-enyl)acetates; subsequent site-specific electrophilic substitution yielded the corresponding 2-substituted 3-(alkoxycarbonylmethyl)alkanones.These novel addition and sequential alkylation reactions could be applied to a simple synthesis of methyl jasmonate, methyl didehydrojasmonate, and methyl dihydrojasmonate.