The Preparation of Organolithium Compounds by the Transmetalation Reaction. VII. cis-and trans-Propenyllithium: The Stereochemistry of the Transmetalation …

D Seyferth, LG Vaughan

Index: Seyferth,D.; Vaughan,L.G. Journal of the American Chemical Society, 1964 , vol. 86, p. 883 - 890

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Citation Number: 106

Abstract

It has been established, using nmr spectroscopy, that the formation of cis-and tvens- propenyllithium by the transmetalation reaction occurs with retention of the geometric configuration of the propenyl group in the organotin precursor used. The reactions of these lithium reagents with trimethylchlorosilane, carbon dioxide, and benzaldehyde also are stereospecific. Further examples are described which show that the transmetalation ...