77086-39-6Relevant academic research and scientific papers
The selective 1,2-addition of ketene silyl acetals to α,β-unsaturated ketones promoted by a copper(I)-phosphine complex
Mitani, Michiharu,Ishimoto, Kouji,Koyama, Ryuhei
, p. 1142 - 1143 (2002)
The thermal reaction of an α,β-unsaturated ketones with a ketene silyl acetal in the presence of the copper(I)halide-phosphine complex brought about the selective formation of the products based on 1,2-addition, while use of the copper(I)halide alone affo
Highly Effective Catalysts for the Conjugate Addition of Silyl Ketene Acetals to Enones (Mukaiyama-Micael Reaction)
Berl, Valerie,Helmchen, Guenter,Preston, Stephanie
, p. 233 - 236 (2007/10/02)
Conjugate additions of O-silylated ketene acetals to simple enones have been reported to proceed without a catalyst if acetonitrile is used as solvent.Inability to repeat this procedure led to the discovery that an as yet unknown species formed from P4O10
Michael Reactions of Silylated Nucleophiles with Conjugated Enones accompanied by Silyl Group Transfer catalysed by Copper(I) Chloride under Photoirradiation
Mitani, Michiharu,Osakabe, Yosinari
, p. 1759 - 1760 (2007/10/02)
Photoreaction of conjugated enones with silylated nucleophiles such as silyl acetals, silyl enol ethers and even an allyl silane resulted in the formation of Michael adducts accompanied by transfer of the silyl group.
FLUORIDE CATALYZED MICHAEL REACTION OF α-ISOCYANOESTERS WITH α,β-UNSATURATED CARBONYL COMPOUNDS
Murakami, Masahiro,Hasegawa, Naoki,Tomita, Ikuyoshi,Inouye, Masahiko,Ito, Yoshihiko
, p. 1257 - 1260 (2007/10/02)
The Michael reaction of α-isocyanoesters with α,β-unsaturated carbonyl compounds was efficiently promoted by a catalytic amount of tetrabutylammonium fluoride to produce α-isocyano-δ-ketoesters or silyl ethers of their enols in high yields.
Addition of Ketene Trimethylsilyl Acetals to α,β-Unsaturated Ketones: A New Strategy for Michael Addition of Ester Enolates
RajanBabu, T. V.
, p. 2083 - 2089 (2007/10/02)
Trialkylsilyl ketene acetals in the presence of tris(dimethylamino)sulfonium difluorotrimethylsiliconate generate very potent carbon nucleophiles formally equivalent to ester enolates.In sharp contrast to the commonly used lithium enolates, these acetals
Keten Silyl Acetal Chemistry; Simple Synthesis of Methyl Jasmonate and Related Compounds by Utilising Keten Methyl Dimethyl-t-butylsilyl Acetal
Kita, Yasuyuki,Segawa, Jun,Haruta, Jun-ichi,Yasuda, Hitoshi,Tamura, Yasumitsu
, p. 1099 - 1104 (2007/10/02)
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.
O-silylated ketene acetal chemistry; β-(alkoxycarbonyl)methyl O-silyl enolates, useful synthons for α-substituted-β-(alkoxycarbonyl)methylalkanones
Kita,Segawa,Haruta,Fujii,Tamura
, p. 3779 - 3782 (2007/10/02)
Conjugate addition of O-silylated ketene acetals 2 to α,β-unsaturated carbonyl compounds 1 in acetonitrile gave quantitative yields of the corresponding β-(alkoxycarbonyl)methyl O-silyl enolates 4. Site specific electrophilic substitutions of 4 yielded th
