The first synthetic approach towards the cytotoxic agent, 7‐O‐methylnigrosporolide is described in 13 linear steps with 10.5% overall yield. The synthesis started from commercially available starting materials, D‐mannitol and 5‐hexenol. The key features of the synthetic pathway involved are Hydrolytic Kinetic Resolution, C2‐Wittig, CBS reduction, Horner‐Wadsworth‐Emmons reaction, Shiina macrolacto‐nization and Lindlar reduction.
The stereoselective total synthesis of Sch-725674 in 14 linear synthetic steps with 10.3% overall yield is described. The synthesis started from commercially available starting materials, d-ribose and (R)-benzyl glycidol. The key reactions involved CBS reduction, Julia–Kocienski olefination, Horner–Wadsworth–Emmons reaction, and Shiina macrolactonization.
The total synthesis of marine sponge products dysideolide A and B have been achieved in stereo controlled manner. The butenolide and pentenolide lactones are consisting of sensitive, α,β-unsaturated cis-olefin functional group and which was installed by Still-Gennari olefination with ketone. The synthesis starts from D-mannitol and D-ribose respectively. Notable features of the synthesis are Z-selective Still-Gennari olefination, Pinnick oxidation and Shiina macrolactonization.
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