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Preparation of DHA-OAc (19) and C10 β-alkyne (21)
a) DIBALH, CH2Cl2, −78 °C, b) DMAP, py, 2,4 dimethoxybenzoyl chloride (18), 98% over 2 steps; c) DMAP, py, Ac2O, 98% over 2 steps; d) 1.1 eq ZnCl2, 3.5 eq ethynylmagnesium chloride, Et2O, 74%.
