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.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4978530PMC
http://dx.doi.org/10.1002/chem.201601957DOI Listing

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