Chirality Transfer in Stereoselective Synthesis. A Highly Stereoselective Synthesis of Optically Active Vitamin E Side Chains

Article abstract of DOI:10.1021/jo00160a047

Employing the Carroll reaction as a means of chirality transfer, a highly efficient, stereochemically controlled, and generally applicable synthesis of optically active 1,5-dimethylated acyclic chains has been developed; as an example, the synthesis of the optically active C-15 vitamin E side chains 7a and 7b from (+)-pulegone in 12.6percent and 11.7percent overall yields, respectively, is described.