An efficient method for the resolution of rac-VANOL by molecular complexation with (1S,2S)-(+)-diaminocyclohexane

作者：Zheng Chen; Chen Fen er^*

来源：Tetrahedron: Asymmetry , 2014, 25(10-11): 792-795.

DOI：10.1016/j.tetasy.2014.04.016

An efficient and convenient process has been developed for the resolution of VANOL using commercially available (1S,2S)-(+)-diaminocyclohexane as the resolving reagent, with (R)- and (S)-VANOL being isolated in 86% and 74% yields, respectively. The resolving reagent was recovered in 91% yield and could be reused without any decrease in its efficiency. The X-ray structural analysis of a molecular crystal consisting of (R)-VANOL and (1S,2S)-(+)-diaminocyclohexane revealed that hydrogen bonding interactions between the functional groups of the host and guest molecules dominated the stereochemistry of the guest in the molecular complex.

• 出版日期2014-5-31
• 单位复旦大学