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Aldol Reaction - Simple Diastereoselectivity

Trans Lithium enolates (E) generally give Anti Aldol products

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In an aldol reaction, trans enolates prefer to form anti aldols. The reaction proceeds via a chair like transition state where the aldehyde chooses to react with the methyl group equatorial. As the enolate has no choice over its orientation, only an anti product is possible.

 

 

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