SEQUENTIAL WITTIG-OXYANION ACCELERATED COPE REACTIONS OF 2,2,2-TRIPHENYL-5-VINYL-1,2-LAMBDA-5-OXAPHOSPHOLANE

2,2,2-Triphenyl-5-vinyl-l,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. © 1990, American Chemical Society. All rights reserved.