Nickel-Mediated Regio- and Stereoselective Carboxylation of Trimethylsilyl­allene under an Atmosphere of Carbon Dioxide

Abstract

Nickel-mediated carboxylation of trimethylsilylallenes using carbon dioxide as a carboxyl source smoothly proceeds to afford allylsilanes having a carboxyl group in good yields and goods selectivities.

Key words

allenes - carboxylic acids - metallacycles - nickel - silicon

References

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6

All our efforts to isolate vinyl silane 3a as a pure material failed, but a new singlet peak that appeared at 6.14 ppm in the ¹H NMR spectrum of the mixture indicated the formation of 3a. The ¹H NMR data for 3a (400 MHz, in CDCl₃, only well-separated peaks) are as follows: δ = 6.14 (s, 1 H), 4.50 (s, 2 H), 3.73 (s, 3 H), 3.48 (t, J = 6.8 Hz, 2 H), 0.14 (s, 9 H).