Unusual [8 + 2] annelation in the reactions of allenic ester/ ketone-derived 1,3-dipoles with tropone

Organic Letters

Volumn 2, Issue 6, 2000, Pages 787-789

  Kumar, Kamal ^a   Kapur, Ashish ^a   Ishar, Mohan Paul S ^a  

^a GURU NANAK DEV UNIVERSITY   (India)

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[No Author keywords available]

Indexed keywords

EID: 0000024014     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol000007l     Document Type: Article

References (27)

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26. 3.8b
27. In the case of 8 the electronic influence of the 2-methyl group was anticipated to retard both the formation of A and the cyclization step (E → F, Scheme 3) by diminishing the electrophilicity of the central allenic carbon. Consequently, the reaction in the case of 8 occurred only at elevated temperatures. Also, as anticipated, the dipole derived from allenic ester 8 did not yield any (6 + 4) cycloadduct.