4.6 Article

Diastereoselective Coupling of Chiral Acetonide Trisubstituted Radicals with Alkenes

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 22, Issue 26, Pages 8786-8790

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201601957

Keywords

ab initio calculations; alkenes; radical reactions; stereoselectivity

Funding

  1. U.S. National Science Foundation [CHE1265964]
  2. U.S. National Institute of General Medical Sciences [R01M098601, 1F31M113494]
  3. National Science Foundation [CHE-1464828]
  4. Direct For Mathematical & Physical Scien [1464828] Funding Source: National Science Foundation
  5. Division Of Chemistry [1464828] Funding Source: National Science Foundation
  6. Division Of Chemistry
  7. Direct For Mathematical & Physical Scien [1265964] Funding Source: National Science Foundation

Ask authors/readers for more resources

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 alpha and beta carbons.

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