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Paper | Special issue | Vol 52, No. 3, 2000, pp.1125-1131
Published online, 1st January, 1970
DOI: 10.3987/COM-99-S87
Geminal Disilylmethylation of Dioxolanes with Silylmethyl Grignard Reagents

Yu-Tsai Hsieh and Tien-Yau Luh*

*Department of Chemistry, National Taiwan University, Roosevelt Road Section 4, Taipei 106, Taiwan, R.O.C.

Abstract

Reactions of dioxolanes with excess Me3SiCH2MgCl in refluxing benzene yield the corresponding geminal disilylmethylation products in moderate to good yields. Intermediate alkoxy alcohol (11) was isolated. Similar reactions with ketals give the corresponding olefins and/or allylsilanes depending on the nature of the starting materials.