Homoallylic rearrangement of spiro cyclopropyl carbinols
Abstract
Analogues of chroman-3-spirocyclopropan-4-one, on reduction by sodium borohydride gave, as major product, the chroman-4-ol resulting from hydride attack on the more hindered side of the carbonyl group. The chroman-4-ols were stereoselectively rearranged by acid catalysts to 3-substituted 2H-chromens.