Abstract

The enantiomerically-pure 14-membered ring macrolide 1 is prepared in 14 steps from the racemic aldehyde 4, Z=SPh. The C 2-C 4 and C 8-C 10 stereorelationships in 1 are controlled in a single step by an Evans aldol condensation with (±)- 4. Macrolactonisation, 23 → 1, takes place in high yield (91%).

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