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Reactions of the dimethyl cyclobutane-1,2-dicarboxylate dianion. A simple synthesis of 1,2-dihydrocyclobuta [b] naphthalene-3, 8-dione

✍ Scribed by Peter J. Garratt; Robert Zahler


Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
148 KB
Volume
20
Category
Article
ISSN
0040-4039

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✦ Synopsis


Vicinal diester dianions have considerable potential as synthetic intermediates, have recently described the formation and basicities of the dimethyl cyclobutane-l,Z-. dicarboxylate dianion (1) and the dimethyl cyclobut-3-ene-1,2-dicarboxylate dianion.* and we We now report some reactions of dianion 1 and outline a simple synthesis of l,Z-dihydrocyclobuta[blnaphthalene-3,8-dione (9),' a naphthoquinone annelated by a 4-membered ring, for which


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Heterocyclically Bridged Tricyclic Ξ²-Lactames: A Simple Synthesis of 1,2,2a,8a-Tetrahydro-3-oxa-1-aza-cyclobuta[b]naphthalen-2-ones. -The novel title heterocycles such as (VI) and (VII) are obtained via 6-exo-trig radical cyclization. The structure of compound (VIIb) is confirmed by X-ray analysis.