Synthesis and photochemistry of 1-diazo-2-cyclopentene and 2-diazobicyclo [3.2. 0] hepta-3, 6-diene
OL Chapman, CJ Abelt
Index: Chapman, Orville L.; Abelt, Christopher J. Journal of Organic Chemistry, 1987 , vol. 52, # 7 p. 1218 - 1221
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Citation Number: 16
Abstract
way to circumvent Michael addition is to generate the CC double bond after the tosylhydrazone has been formed. There are many ways to generate double bonds next to carbonyl groups, but the presence of the tosylhydrazone renders some of these ineffective. For example, enone 5 can be made by base-catalyzed elimination of acetic acid from the P- acetoxy ketone.* Such elimination might also occur with the 8-acetoxytosylhydrazone; ...
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