Catalytic cycloisomerization of unsaturated organoiodides

Journal of Organic Chemistry

Volumn 63, Issue 26, 1998, Pages 9960-9967

  Bailey, William F ^a   Carson, Matthew W ^a  

^a UNIVERSITY OF CONNECTICUT   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

HYDROCARBON; LITHIUM DERIVATIVE; ORGANOIODINE DERIVATIVE;

ARTICLE; CATALYSIS; CYCLIZATION; ISOMERISM; SYNTHESIS;

EID: 0032567496     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo981991q     Document Type: Article

References (56)

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20. -3) may have a profound effect on the overall rate of the exchange-mediated cycloisomerization of 4 to 5 since there is very little [2-(3-butenyl)phenyl]lithium generated when PhLi is used to initiate the isomerization. In a larger sense, the differing behavior of aryl iodides 1 and 4 when treated with PhLi at low temperature suggests that there is much yet to be learned about the factors affecting lithium-halogen exchange equilibria.
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27. t = 0.741 × e473/T. The predicted product ratios appear in the last column of Table 1.
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