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

Autor: J. Martín Torrres-Valencia, Pedro Joseph-Nathan, Eleuterio Burgueño-Tapia, Abigail I. Buendía-Trujillo
Rok vydání: 2014
Předmět:
Zdroj: Tetrahedron: Asymmetry. 25:1418-1423
ISSN: 0957-4166
DOI: 10.1016/j.tetasy.2014.09.001
Popis: 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.
Databáze: OpenAIRE