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Synthesis 1996; 1996(8): 1002-1006
DOI: 10.1055/s-1996-4321
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The Grignard Reagent from 2-Bromomethyl-1,3-dioxolane, a Novel and Efficient d 2-Reagent: Synthesis of Branched Chain Carbohydrate Derivatives

Martina Schmeichel, Hartmut Redlich*
  • *Organisch-Chemisches Institut der Westfälischen Wilhelms-Universität Münster, Corrensstraße 40, D-48149 Münster, Germany
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Publication Date:
31 December 2000 (online)

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2-Bromomethyl-1,3-dioxolane reacts readily with magnesium in tetrahydrofuran to form the corresponding Grignard reagent, which can be used as a novel and efficient d 2-synthon in organic synthesis. The unusual stability of this reagent even allows the addition to unreactive carbohydrate ketones at elevated temperatures.

2-bromomethyl-1,3-dioxolane - Grignard reagent - magnesium - d 2-synthon - carbohydrate ketones