A new route to α-fluorovinylphosphonates utilizing Peterson olefination methodology
Abstract
Several α-fluorovinylphosphonates (6) have been synthesised from the Peterson olefination reaction applied to both aldehydes and ketones in conjunction with α-lithiated-α-fluoro-αtrimethylsilylmethylphosphonate (2). The reaction with aldehydes gives mainly the E-isomer whereas reaction with ketones gives mainly the Z-isomer. We propose a closed transition state to explain the results of our study.
Domains
Organic chemistry
Origin : Files produced by the author(s)