Bulletin of the Chemical Society of Japan p. 476 - 483 (1990)
Update date:2022-08-05
Topics:
Tanaka
Kanemasa
Ninomiya
Tsuge
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.
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Doi:10.1007/BF00962456
(1989)Doi:10.1039/c4ra00415a
(2014)Doi:10.1002/ejic.201201516
(2013)Doi:10.1007/BF00499412
(1990)Doi:10.1021/ic200063d
(2011)Doi:10.1007/BF00470691
(1990)