One-Pot Absolute Stereochemical Identification of Alcohols via Guanidinium Sulfate Crystallization

Org Lett. 2019 Dec 6;21(23):9622-9627. doi: 10.1021/acs.orglett.9b03792. Epub 2019 Nov 25.

Abstract

A novel technique for the absolute stereochemical determination of alcohols has been developed that uses crystallization of guanidinium salts of organosulfates. The simple one-pot, two-step process leverages facile formation of guandinium organosulfate single crystals for the straightforward determination of the absolute stereochemistry of enantiopure alcohols by means of X-ray crystallography. The strong hydrogen bonding network drives the stability of the crystal lattice and allows for a diverse range of organic alcohol substrates to be analyzed.

Publication types

  • Research Support, Non-U.S. Gov't