Reaction of P(III) Chlorides with Aldehydes: II. Reaction of Primary Intermediates with Aprotic Nucleophiles: Ethylene Oxide, Acetals, Trialkyl Orthoformates, and Trialkyl Phosphites

摘要

Structure of primary intermediates of the reaction of P(III) chlorides with aliphatic aldehydes was confirmed by their reactions with such aprotic reagents like ethylene oxide, trialkyl phosphites, acetals, and trialkyl orthoformates. Principle difference in the reactions of these nucleophiles with intermediates containing active chlorine atom at P(III) and those not containing was established. The former as well as all the other P(III) chlorides react directly with nucleophiles, while the latter slowly decompose into aldehyde and P(III) chloride, and the latter reacts with the nucleophile.