Enantioselective Total Synthesis of (R)-alpha-Lipoic Acid: An Application of Thermodynamically Controlled Deracemization of (+/-)-2-(2-Methoxyethyl) cyclohexanone

[摘要]：According to the concept of thermodynamically controlled deracemization, racemic 2-(2-methoxyethyl)cyclohexanone was converted into the R-isomer (99% ee) in 90% yield using (-)-(2R,3R)-trans-2,3-bis(hydroxydiphenylmethyl)-1,4-dioxaspiro[5.4]dec ane as a host molecule under basic conditions. As an application, a short and enantioselective synthesis of (R)-alpha-lipoic acid was accomplished in 44% overall yield from (+/-)-2-(2-methoxyethyl)cyclohexanone.

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