Regioselective catalytic transfer hydrogenation of dimethyl bicyclo [2.2. 1] hepta-2, 5-diene-2, 3-dicarboxylate, dimethyl bicyclo [2.2. 1] hept-2-ene-2, 3-dicarboxylate, …
…, F White, LW Collier IV, SA Evans Jr
Index: Tabor, Derrick C.; White, Franklin H.; Collier, L. Warren; Evans, Slayton A. Journal of Organic Chemistry, 1983 , vol. 48, # 10 p. 1638 - 1643
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Citation Number: 36
Abstract
The catalytic transfer hydrogenation (CTH) of dimethyl bicyclo [2.2. l] hepta-2, 5-diene-2, 3- dicarboxylate (3) on palladium on carbon is highly regioselective, giving predominant reduction at the least-substituted olefinic site. The CTH of dimethyl bicyclo [2.2. 1] hept-2-ene- 2, 3-dicarboxylate also occurs with exclusive suprafacial exo addition of hydrogen to afford the endo isomer. An increase in the relative concentration of palladium on carbon (ca. 40- ...
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