The absolute configuration of angular 3′-acyloxypyranocoumarins by vibrational circular dichroism exciton chirality

Abigail I. Buendía-Trujillo, J. Martín Torrres-Valencia, Pedro Joseph-Nathan, Eleuterio Burgueño-Tapia

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

A complex mixture of lomatin C-3′ esters and (-)-O-angeloyllomatin 1 was isolated from the seeds of Prionosciadium thapsoides. Since a literature search revealed that some lomatin C-3′ monoesters have positive specific rotations, while others had negative values, the absolute configuration of all of the molecules was determined to be (R) by exciton chirality in the infrared region, and by chemical correlation. A single crystal X-ray study of acetyllomatin 3, using the Flack and Hooft parameters, independently confirmed this absolute configuration.

Original languageEnglish
Pages (from-to)1418-1423
Number of pages6
JournalTetrahedron Asymmetry
Volume25
Issue number20-21
DOIs
StatePublished - 31 Oct 2014

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