Application of chiral lanthanide shift reagents for assignment of absolute configuration of alcohols

Indranath Ghosh; Hongbo Zeng; Yoshito Kishi

doi:10.1021/ol048061f

Application of chiral lanthanide shift reagents for assignment of absolute configuration of alcohols

Org Lett. 2004 Dec 9;6(25):4715-8. doi: 10.1021/ol048061f.

Authors

Indranath Ghosh¹, Hongbo Zeng, Yoshito Kishi

Affiliation

¹ Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA.

PMID: 15575668
DOI: 10.1021/ol048061f

Abstract

[structure: see text] The absolute configuration of secondary and tertiary alcohols can be predicted from analysis of the chemical shift behaviors of the CX- and CY-carbons in the presence of (R)- and (S)-Pr(tfc)3 as formulated in the boxes.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, P.H.S.

MeSH terms

Alcohols / chemistry*
Indicators and Reagents / chemistry
Lanthanoid Series Elements / chemistry*
Magnetic Resonance Spectroscopy
Molecular Conformation
Stereoisomerism

Substances

Alcohols
Indicators and Reagents
Lanthanoid Series Elements

Grants and funding

NS 12108/NS/NINDS NIH HHS/United States