Synthesis of reduced polypropionates via Zr-catalyzed asymmetric C-C bond formation

ORGN 132

Bo Liang, Ze Tan, and Ei ichi Negishi. Herbert C. Brown Laboratories of Chemistry, Purdue University, West Lafayette, IN 47907-1393
A new, efficient, and general method for the synthesis of reduced polypropionates has been developed through the application of asymmetric carboalumination of alkenes catalyzed by (NMI)2ZrCl2. In this investigation, attention has been focused on those reduced polypropionates that are a-mono-hetero-functional and either O-Et or O-nPr. Its synthetic utility has been demonstrated by preparing the sidechain of zaragozic acid A and Acid of graylag goose