125620-36-2Relevant academic research and scientific papers
Michael addition of methyl 2-(trimethysily)propenoate with organomagnesiums or organolithiums leading to 1:1 and / or 2:1 adducts and subsequent peterson olefination by condensation with carbonyl compounds
Tanaka,Kanemasa,Ninomiya,Tsuge
, p. 466 - 475 (2007/10/02)
Michael addition of methyl 2-(trimethylsilyl)propenoate with organomagnesiums or organolithiums leads to 1:1 and/or 1:2 adduct anions which can be utilized in the subsequent step of Peterson olefination with carbonyl compounds. The 1:1/1:2 ratio depends u
A Michael addition and alkylation sequence using m methyl 2-(trimethylsily)-propenoate. Stereoselective synthesis of α-silyl esters
Tanaka,Kanemasa,Ninomiya,Tsuge
, p. 476 - 483 (2007/10/02)
Michael addition of organomagnesiums or -lithiums with methyl 2-(trimethylsilyl)propenoate leads to either 1:1 or 1:2 adduct anions, depending upon the reaction condition and the reactivity of donor molecules. The adduct anions, both 1:1 and 1:2 types, are quenched with alkyl halides or water in a highly stereoselective manner to produce α-silylated esters. A rigid intramolecular chelation working in the adduct anions is partly responsible for the high selectivity.
Diastereoselective Water Quenching of the 1:2 Michael Adducts of Grignard Reagents with Methyl 2-(Trimethylsilyl)acrylate
Tanaka, Junji,Kanemasa, Shuji,Kobayashi, Hiroshi,Tsuge, Otohiko
, p. 1453 - 1456 (2007/10/02)
Reactions of alkyl Grignard reagents with methyl 2-(trimethylsilyl)acrylate produce, after quenching with water, 1:2 adducts in most cases as single diastereomers.Tight chelation working in the 1:2 adduct anions would be responsible for such high chemo- a
