One‐Pot Resolution of trans‐2‐Iodo‐cyclohexanol with O,O′‐Dibenzoyl‐(2R,3R)‐tartaric Acid in Solid Phase

Abstract

A one‐pot, solid‐state resolution of racemic‐trans‐2‐iodo‐cyclohexanol by O,O′‐dibenzoyl‐(2R,3R)‐tartaric acid was performed. By mixing the solid racemate with half an equivalent resolving agent, the (1R,2R)‐isomer of the alcohol remains uncomplexed and can be sublimated at lower temperature. By increasing the temperature, the complex decomposes and the (1S,2S)‐isomer can be gained as a second fraction of the sublimation and the resolving agent remains back.

Keywords:

• Optical resolution
• resolution by complex formation
• solid‐phase reactions

Acknowledgments

The authors thank Z. Juvancz for the GC measurements. Financial support from the Országos Tudományos Kutatási Alap (OTKA) Foundation (grant numbers T42725 and T37342) is gratefully acknowledged.