Sequential Wittig-Oxyanion Accelerated Cope Reactions of 2,2,2-Triphenyl-5-vinyl-1,2λ5-oxaphospholane

Article abstract of DOI:10.1021/jo00288a055

2,2,2-Triphenyl-5-vinyl-1,2λ⁵-oxaphospholane was prepared and condensed with a variety of aldehydes and ketones in a Wittig reaction to produce 3-hydroxy 1,5-dienes.These compounds were next subjected to an oxyanion accelerated Cope rearrangement.In the two-step process, the carbonyl was replaced with a difunctionalized carbon bearing a vinyl moiety and a three-carbon pendant aldehyde.