Synthesis of polysubstituted olefins by Pd-catalyzed cross-coupling reaction of tosylhydrazones and aryl nonaflates

Organic Letters

Volumn 13, Issue 3, 2011, Pages 510-513

  Barluenga, José ^a   Florentino, Lucía ^a   Aznar, Fernando ^a   Valdés, Carlos ^a  

^a UNIVERSITY OF OVIEDO   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 79851494841     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol102884g     Document Type: Article

References (26)

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17. As suggested by one referee, we conducted the coupling reaction employing 2.8 equiv of LiOH as base, both in the presence or in the absence of tBuOH respectively. Both reactions proceeded with 100% conversion but led to a 88:12 mixture of 3a and the phenol that comes from hydrolysis of the nonaflate followed by coupling at the chloride position (GC/MS).
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20. 2O proceeds with a conversion below 50% after 20 h.
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22. The stereochemistry of the double bond was determined in all cases by NOESY experiments.
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