Racemization in prins cyclization reactions

Journal of the American Chemical Society

Volumn 128, Issue 41, 2006, Pages 13640-13648

  Jasti, Ramesh ^a   Rychnovsky, Scott D ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ISOTOPES; SOLVENTS; STEREOCHEMISTRY; THERMAL EFFECTS;

CYCLIZATION REACTIONS; ISOTOPIC LABELING; OPTICAL ACTIVITY; RACEMIZATION;

REACTION KINETICS;

CARBENOID; SOLVENT;

ARTICLE; CHEMICAL STRUCTURE; COPE REARRANGEMENT; CYCLIZATION; ENANTIOMER; ISOTOPE LABELING; OPTICAL ROTATION; RACEMIZATION; REACTION ANALYSIS; TEMPERATURE DEPENDENCE;

ACETIC ACIDS; CYCLIZATION; DIPHOSPHONATES; HYDROCARBONS; HYDROGEN PEROXIDE; ISOTOPE LABELING; MAGNETIC RESONANCE SPECTROSCOPY; MESYLATES; METHANE; MODELS, CHEMICAL; OPTICAL ROTATION; PYRANS; SOLVENTS; STEREOISOMERISM; TEMPERATURE; THERMODYNAMICS;

EID: 33750041945     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja064783l     Document Type: Article

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79. 1H NMR. We cannot rule out the possibility that the trans isomer may be formed in very small quantity as a minor component.
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84. An expanded table for this calculation is provided in the Supporting Information.