Application of the Ibuka-Yamamoto Reaction to a Problem in Stereochemical Communication: A Strategy for the Stereospecific Synthesis and Stabilization of the Triene Substructure of Rapamycin through Sulfone Substitution

Article abstract of DOI:10.1021/jo00020a027

The aldehydes 49 and 55 corresponding to carbons 13-30 in a projected total synthesis of rapamycin have been synthesized.The LACDAC technology was used to elaborate dithiane enal 5.The aldehyde 4 was synthesized from D-(+)-glucose.A critical element of th