A convenient method for the assignment of relative configuration of acyclic alpha-alkyl-beta-hydroxy carbonyl compounds by (1)H NMR

Dimitris Kalaitzakis; Ioulia Smonou

doi:10.1021/jo800066a

A convenient method for the assignment of relative configuration of acyclic alpha-alkyl-beta-hydroxy carbonyl compounds by (1)H NMR

J Org Chem. 2008 May 16;73(10):3919-21. doi: 10.1021/jo800066a. Epub 2008 Apr 15.

Authors

Dimitris Kalaitzakis¹, Ioulia Smonou

Affiliation

¹ Department of Chemistry, University of Crete, Crete, Greece.

PMID: 18410148
DOI: 10.1021/jo800066a

Abstract

The relative configuration of acyclic alpha-alkyl-beta-hydroxy carbonyl compounds can be determined by using (1)H NMR spectroscopy. The assignment can be achieved by recording the (1)H NMR spectrum of the syn-anti mixture. The upfield carbinol hydrogen signal belongs to the anti whereas the downfield to the syn stereoisomer.