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The Journal of Organic Chemistry

Trapping reactions of 1, 3-bridged cyclopropenes

B Halton, MD Diggins, AJ Kay

文献索引:Halton, Brian; Diggins, Mathew D.; Kay, Andrew J. Journal of Organic Chemistry, 1992 , vol. 57, # 15 p. 4080 - 4083

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被引用次数: 15

摘要

The reactive bicyclo [nlO] alk-l (w)-enes (n= 3-6) 9a-d are formed by dehydrochlorination of 8a-d and trapped by diphenylisobenzofuran as exo Diels-Alder adducts 1Oa-d. With 8c the major adduct, 18 results not from interception of 9c but from diene 16 that is formed by dehydrochlorination/rearrangement sequences. Attempted interception of cyclopropenea 9a- d by furan provides a [4+ 21 product 19 from 9b (n= 4) only. Under the conditions ...