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Olefination of aromatic and aliphatic aldehydes with ethyl diazoacetate was achieved in excellent yields with triphenylphosphine and catalytic amounts of iron(II) meso-tetra(p-tolyl)porphyrin. The reaction conditions are mild and the process is efficient and highly selective (>90%) for the synthesis of the trans-olefin isomer. Results of mechanistic studies are discussed.
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Mirafzal et al. (2001) studied this question.
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