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We have designed a new linker (1) for the solid-phase synthesis that cleave
s ether bonds photolytically. The linker was prepared in nine steps and anc
hored to the support via an amide bond. Photocleavage is a two-step process
in which the immobilized alcohols are released by photolytic generation of
a radical that undergoes a spontaneous beta-bond scission. The pivaloyl li
nker (1) was found to cleave off alcohols in high yields and purities. Only
traces of acid (pH similar to 5.5) are necessary for an efficient cleavage
.