Effect of remote substituents upon the long-range aryl migration and electrocyclic ring opening of exo-3, 3-diaryltricyclo [3.2. 1.02, 4] octan-anti-8-yl tosylates in …
JW Wilt, VA Curtis, C O-Yang
Index: Wilt, James W.; Curtis, Veronica A.; O-Yang, Counde Journal of Organic Chemistry, 1982 , vol. 47, # 19 p. 3721 - 3730
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Citation Number: 5
Abstract
The processes of long-range aryl migration (LRAM) and electrocyclic ring opening (ERO) that occur in the solvolysis of the title substrates have been investigated with respect to their relative timing. By substituting an electron-withdrawing group (CN) or an electron-donating group (Et) in these substrates at the site of potential cationic charge development as ERO occurs, it has been determined that large rate differences in such substituted substrates ...
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