Enantioselective Total Synthesis of (−)-Pironetin: Iterative Aldol Reactions of Thiazolidinethiones
Organic Letters2009Vol. 11(7), pp. 1635–1638
Citations Over TimeTop 12% of 2009 papers
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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