Abstract

AbstractRacemic boronolide (1) is prepared in six steps in 4.4% overall yield from acrolein dimer 6 and 1‐(trimethyl‐silyl)hex‐1‐yne (8). The latter, by hydromagnesiation, is condensed with 6 to give the corresponding threo‐allylic alcohol 13 (Scheme 2). Conversion of 13 to the erythro‐allylic alcohol 5 (Scheme 3), bis‐hydroxylation, and acetylation afford 1.

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