Abstract
(−)-4a,5-Dihydrostreptazolin has been synthesized in nine steps from D-glyceraldehyde acetonide. Key steps include a diastereoselective addition of a vinylic Grignard reagent to an imine derived from D-glyceraldehyde acetonide, a ring-closing metathesis, and a stereoselective radical-mediated enyne cyclization.
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