Insights on Rh(II) carbenoid reactivity

Tetrahedron Letters

Volumn 51, Issue 41, 2010, Pages 5378-5381

  Bonge, Hanne Therese ^a   Hansen, Tore ^a  

^a UNIVERSITY OF OSLO   (Norway)

Author keywords

[No Author keywords available]

Indexed keywords

CARBENOID; CARBONYL DERIVATIVE; RHODIUM;

ARTICLE; CHEMICAL STRUCTURE; CYCLOPROPANATION; DIASTEREOISOMER; STEREOCHEMISTRY;

EID: 79951840930     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.07.116     Document Type: Article

References (27)

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17. Styrene was selected as the standard alkene because of its particularly widespread use. Only reactions with diazo compounds as the carbenoid precursor were included in the study, as the nature of the carbenoid precursor may influence the outcome of the reaction; see for instance Refs. 6,8a.
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23. The lack of correlation between the net electron-donating or -withdrawing properties of a substituent and the diastereomeric ratios is also evident from the lack of correlation between the substituents' Hammett σ-values and the diastereomeric ratios. For a survey of Hammett substituent constants, see: C. Hansch, A. Leo, and R.W. Taft Chem. Rev. 91 1991 165 195
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27. End-on trajectory transition states are assumed, as these are shown to typically be lower in energy than side-on trajectory transition states, cf. Refs. 6,13.