Origin of facial diastereoselection. Evidence for negative role of antiperiplanar hyperconjugation effects in the transition state of carbene insertion

Organic Letters

Volumn 5, Issue 16, 2003, Pages 2947-2949

  Kaneno, Daisuke ^a   Tomoda, Shuji ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CARBENE; CARBENOID; CYCLOHEXANE; METHYL GROUP;

ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONJUGATION; DIASTEREOISOMER; EQUILIBRIUM CONSTANT; PHASE TRANSITION;

EID: 0141520473     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol035073c     Document Type: Article

References (18)

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10. GS.
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18. Supporting evidence for this has been obtained by EFOE (exterior frontier orbital extension) analysis. It is shown that steric as well as electronic effects are important. Full details will be reported in due course.