NMR chiral discrimination of chalcogen containing secondary alcohols.

Abstract:

:Here, we report the general strategies by which NMR spectroscopy can be used to determine the enantiopurity and absolute configuration of chalcogen containing secondary alcohols, including the evaluation of the use of chiral solvating and chiral derivatizing agents. The BINOL/DMAP ternary complex demonstrated a simple and fast protocol for determining enantiopurity. The drug Naproxen afforded a stable, nonhygroscopic, and readily available chiral derivatizing agent (CDA) for NMR chiral discrimination of chalcogen containing secondary alcohols. The chiral recognition by CDA and chiral solvating agent (CSA) was assessed using 1 H, 77 Se-{1H}, and 125 Te-{1H} NMR spectroscopy. A simple model for the assignment of the absolute configuration from NMR data is presented.

journal_name

Chirality

journal_title

Chirality

authors

Marques NBG,Jacob RG,Perin G,Lenardão EJ,Alves D,Silva MS

doi

10.1002/chir.23030

subject

Has Abstract

pub_date

2019-01-01 00:00:00

pages

41-51

issue

1

eissn

0899-0042

issn

1520-636X

journal_volume

31

pub_type

杂志文章