Selective synthesis of functionalized, tertiary silanes by diastereoselective rearrangement-addition.
نویسندگان
چکیده
[reaction: see text] Treatment of hydroxy-substituted silyl epoxides with Grignard reagents induces a 1,2-carbon shift to reveal alpha-silyl aldehydes, which are trapped by highly diastereoselective addition reactions of the Grignard reagent. The starting epoxides are readily accessible from propargylic alcohols by regio- and diastereoselective hydrosilylation and epoxidation reactions. In addition to providing functionalized tertiary silane products, the method is shown to offer a tertiary olefin synthesis through chemo- and diastereoselective Peterson elimination of the product tertiary silane diols.
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ورودعنوان ژورنال:
- Organic letters
دوره 7 22 شماره
صفحات -
تاریخ انتشار 2005