Alkoxides as nucleophiles in (. pi.-allyl) palladium chemistry. Synthetic and mechanistic studies

…, SW Felman, CS Parkhurst, SA Godleski

Index: Stanton, Susan A.; Felman, Steven W.; Parkhurst, Carol S.; Godleski, Stephen A. Journal of the American Chemical Society, 1983 , vol. 105, # 7 p. 1964 - 1969

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Citation Number: 73

Abstract

Abstract: A new methodology for the use of alkoxides as nucleophiles in (a-ally1) palladium chemistry has been developed. In this process an allylic alcohol serves as the precursor to the a-allyl complex and a triethylsilyl (TES) ether as precursor to the alkoxide nucleophile. By using Pd (PPh& in CC14, PPh3C1+ CC1< is generated transposing the ROH into an oxyphosphonium group, RO-P+ Ph3, and liberating CI-. The CI deprotects the TES ether, ...