Diastereoselective Coupling of Chiral Acetonide Trisubstituted Radicals with Alkenes.

Daniel J TaoMikko MuuronenYuriy SlutskyyAlexander LeFilipp FurcheLarry E Overman

Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2016)

The stereochemical outcome of reactions of chiral nucleophilic trisubstituted acetonide radicals with electron-deficient alkenes is dictated by a delicate balance between destabilizing non-bonding interactions and stabilizing hydrogen-bonding between substituents on the α and β carbons.

Keyphrases

capillary electrophoresis
ionic liquid
room temperature
mass spectrometry
electron transfer
electron microscopy