Abstract
Chiral 1,3-disubstituted allenes have been prepared by means of a Peterson-type elimination in yields as high as 95%. To obtain optically active allenes, the [(benzyloxy)methyl](fert-butyl)methylsilyl group was used as the chiral auxiliary to get an optically enriched elimination precursor. Unfortunately, the elimination reaction with this compound to the respective allene was not stereospecific. Only racemic allene was obtained, probably due to a reaction course via a carbocationic intermediate (Ei rather than E2 mechanism).
Bratovanov, Svetoslav