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Diastereoselective Coupling of Chiral Acetonide Trisubstituted Radicals with Alkenes.

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 ? and ? carbons.

SUBMITTER: Tao DJ

PROVIDER: S-EPMC4978530 | biostudies-literature | 2016 Jun

REPOSITORIES: biostudies-literature

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Diastereoselective Coupling of Chiral Acetonide Trisubstituted Radicals with Alkenes.

Tao Daniel J DJ Muuronen Mikko M Slutskyy Yuriy Y Le Alexander A Furche Filipp F Overman Larry E LE

Chemistry (Weinheim an der Bergstrasse, Germany) 20160530 26

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. ...[more]

PMID: 27128888

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