(Iodomethyl)trimethylsilane is used for the N-alkylation of amides, in a reaction sequence to prepare unstabilized ylides for [2+3]-cycloadditions. It can react with acetoacetic acid ethyl ester to get 3-trimethylsilanyl-proπonic acid ethyl ester.
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Applications
(Iodomethyl)trimethylsilane is used for the N-alkylation of amides, in a reaction sequence to prepare unstabilized ylides for [2+3]-cycloadditions. It can react with acetoacetic acid ethyl ester to get 3-trimethylsilanyl-proπonic acid ethyl ester.
Solubility
Difficult to mix.
Notes
Light Sensitive. Store in cool, dry conditions in well sealed containers. Keep container tightly closed.
RUO – Research Use Only
General References:
- Motoo Tori.; Chiho Makino.; Kenji Hisazumi.; Masakazu Sono.; Katsuyuki Nakashima. Synthesis of a homochiral ketone having a pinguisane skeleton using phenylethylamine as a chiral auxiliary: a formal total synthesis of deoxopinguisone. Tetrahedron: Asymmetry. 2001, 12, (2), 301-307.
- Dale L. Boger.; Louis R. Cerbone.; Daniel Yohannes. Oxidative coupling of methyl 6-hydroxyindole-2-carboxylate with primary amines. Preparation of 2-substituted methyl pyrrolo[2,3-e]benzoxazole-5-carboxylates. J. Org. Chem. 1988, 53, (21), 5163-5166.