Volume 21, Issue 1
Organoelement Compounds
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ChemInform Abstract: Facile Formation of Substituted 2-Butene-1,4-diylmagnesium Using Highly Reactive Magnesium: A Simple Approach to Complex Carbocycles and Functionalized Ketones.

H. XIONG

H. XIONG

Dep. Chem., Univ. Nebr., Lincoln, NE 68588, USA

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R. D. RIEKE

R. D. RIEKE

Dep. Chem., Univ. Nebr., Lincoln, NE 68588, USA

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First published: January 2, 1990

Abstract

The magnesium compounds (III) and (VII) are prepared by reaction of the butadienes (I) and (VI) with activated magnesium, generated in situ by reduction of MgCl2 with lithium naphthalenide.

ChemInform Abstract

The magnesium compounds (III) and (VII) are prepared by reaction of the butadienes (I) and (VI) with activated magnesium, generated in situ by reduction of MgCl2 with lithium naphthalenide. The compounds (III) and (VII) react with the dibromides (IV) to give the carbocycles (V) and (VIII). Reaction of the intermediate (VII) with the dibromides (IVb), (IVc) and subsequent treatment with the acid chlorides (IX) produce the bromo ketones (X). The intermediate (III) reacts with the dichlorosilane (XI) to give the 2,5-disubstituted silacyclopentadiene (XII), while in the reaction of the magnesium compound (VII) with the dichlorosilane (XIII) the 3,4-disubstituted silacyclic compound (XIV) is formed.

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