Issue 11, 1991

The reaction of tert-butyldiphenylsilylcuprates with allenes

Abstract

Bis(tert-butyldiphenylsilyl)cuprate 1 reacts with allenes to form allyl- and vinyl-silanes. With allene itself the cuprate reagent shows a different regiochemistry from that of bis(phenyldimethylsilyl)cuprate. The regiochemistry can be controlled by choosing an appropriate reaction temperature. The intermediate cuprate 4 resulting from the addition of 1 to allene reacts with a wide variety of electrophiles giving functionalised allylsilanes. Phenylallenes isomerise to acetylenes.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1991, 2811-2816

The reaction of tert-butyldiphenylsilylcuprates with allenes

A. Barbaro, P. Cuadrado, A. M. xmlns="http://www.rsc.org/schema/rscart38"> <sup>a</sup> </small>. González, F. J. Pulido and I. Fleming, J. Chem. Soc., Perkin Trans. 1, 1991, 2811 DOI: 10.1039/P19910002811

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