Chemical terminology The formal synthesis of pinnaic acid (1) is summarized
in Scheme 2. Selective silylation of the diol 12 with
TBDPSCl,, Et3N and catalytic, DMAP afforded 13 in 87%
yield. Jones oxidation of 13 furnished carboxylic, acid 14
which was subjected. To a Curtius rearrangement with
diphenyl phosphoryl azide (DPPA) 17 and t-BuOH to afford
.10 in 51% yield for the two steps.
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