beta-Haloalkyl protecting groups are well established. However, there
was a lack of an appropriate protection, especially for carboxyl and v
icinal hydroxyl groups. This problem was now solved by design of the 1
,1-dianisyl-2,2,2-trichloroethyl group (DATE). The alkylation of model
alcohols with the DATE moiety is described. The resulting beta-haloal
kyl ethers proved to be remarkable stable against acids and bases. Deb
locking of the model alcohols is achieved in high yields.