Diels–Alder reactions of (trimethoxymethyl)cyclopentadienes. Formation of adducts derived from the 2-substituted tautomer
Abstract
The 1:2:1 tautomeric mixture of 2- and 1-(trimethoxymethyl)cyclopentadienes, when treated with dimethyl acetylenedicarboxylate, p-benzoquinone, and methyl propiolate, gave adducts derived largely from the 2-substituted tautomer; more reactive dienophiles gave 2:1 mixtures of adducts derived from the 2- and 1- substituted tautomers, respectively.
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