Enantioselective total synthesis of (-)-pironetin: iterative aldol reactions of thiazolidinethiones

(-)-吡罗尼汀的对映选择性全合成:噻唑烷硫酮的迭代羟醛缩合反应

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Abstract

The enantioselective total synthesis of pironetin has been achieved in 11 steps from known aldehyde 2. The synthesis relies on the formation of 5 out of 6 stereocenters through titanium mediated iterative aldol reactions. Key steps in this synthesis include an acetal aldol reaction to establish the stereochemistry at C8 and C9, an acetate aldol reaction, and "Evans" syn aldol reaction.

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