STEREOCHEMISTRY OF HORNER-EMMONS REACTION BETWEEN 3-FUNCTIONALLY SUBSTITUTED 2-METHYL-2-PROPENYLPHOSPHONATES AND ALIPHATIC ALDEHYDES. 3. EFFECT OF THE ACYCLIC AND DIOXAALKYLENE SUBSTITUENTS AT THE PHOSPHORUS ATOM

Article abstract of DOI:10.1007/BF00962398

The steric selectivity of the Horner-Emmons reaction between isovaleraldehyde and 3-carboethoxy-2-methyl-2-propenylphosphonates depends on the structure of the alkoxy substituents at the phosphorus atom.The use of five- and six-membered cyclic phosphonates permits us to prepare esters of 3,7-dimethyl-2,4-octadienoic acids with the predominance of the 2Z,4E isomer.