Literature DB >> 27128888

Diastereoselective Coupling of Chiral Acetonide Trisubstituted Radicals with Alkenes.

Daniel J Tao1, Mikko Muuronen1, Yuriy Slutskyy1, Alexander Le1, Filipp Furche2, Larry E Overman3.   

Abstract

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.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  ab initio calculations; alkenes; radical reactions; stereoselectivity

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Year:  2016        PMID： 27128888      PMCID： PMC4978530          DOI： 10.1002/chem.201601957

Source DB:  PubMed          Journal:  Chemistry        ISSN： 0947-6539            Impact factor:   5.236


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