Enantioselective Total Synthesis of (- )-Doliculide Using Catalytic Asymmetric Hydrogenations

摘要

A concise and efficient strategy has been developed to construct a polyketide chain by employing relay asymmetric hydrogenations catalyzed by two chiral spiro iridium catalysts. By using this strategy, an enantioselective total synthesis of (- )-doliculide has been achieved in 19 steps with 6.9% overall yield. The route features high enantioselectivity and diastereoselectivity. The catalyst loading can be as low as 0.005 mol-%. It is convenient to obtain natural polyketides and their analogues by this strategy.