Dicarbanionic and electron-transfer reactions of cyclooctatetraene dianion

TA Antkowiak, H Shechter

Index: Antkowiak,T.A.; Shechter,H. Journal of the American Chemical Society, 1972 , vol. 94, p. 5361 - 5366

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Citation Number: 10

Abstract

Abstract: The reactions of dilithium cyclooctatetraenide (1) with esters and anhydrides have been compared with those of corresponding acid chlorides. The behavior of 1 with select acid chlorides, nitriles, and nitroso compounds has also been investigated. Ethyl acetate and methyl benzoate undergo 1, 4 bicyclization of 1 with steric control to yield primarily syn- 9-hydroxy-9-methylbicyclo [4.2. l] nona-2, 4, 7-triene (10) and syn-9-hydroxy-9-phenyl- ...