A synthesis of enantiomerically enriched propargylsilanes

Citation:
Fleming I, Mwaniki JM. "A synthesis of enantiomerically enriched propargylsilanes." J. Chem. Soc., Perkin Trans. . 1998;1:1237-1247.

Abstract:

Reduction of ethyl 3-methyl-, 3-isopropyl- and 3-n-pentyl-3-[dimethyl(phenyl)silyl]propanoates with DIBAL to the aldehydes, enol trifluoromethanesulfonate (triflate) formation using trifluoromethanesulfonic (triflic) anhydride and 2,6-di-tert-butylpyridine, and elimination using LDA, gives the propargyl silanes . The esters could also be prepared enantiomerically enriched, and the final products are the enantiomerically enriched propargyl (homochiral) silanes.

Notes:

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