37174-98-4Relevant articles and documents
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Hill et al.
, p. 2385 (1937)
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Zinc-mediated ring-expansion and chain-extension reactions of β-keto esters
Xue, Song,Liu, Yong-Kang,Li, Le-Zhen,Guo, Qing-Xiang
, p. 8245 - 8247 (2007/10/03)
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Sterically Hindered Double-Bond Systems, VII. On the Reaction of Succinic Esters with tert-Butyllithium
Hopf, Henning,Haenel, Ralf
, p. 2347 - 2348 (2007/10/02)
Addition of tert-butyllithium to dimethyl (1a) and diethyl succinate (1b), respectively, provides 2,2,7,7-tetramethyl-3,6-octanedione (3) in good yield as well as the ketoesters 5a/b and the cylized products 6 and 7.The model of formation of these latter side products is discussed, and several published errors concerning these transformations are corrected. - Key Words: Ketones, sterically hindered / Lactones, gem-di-tert-butylated / tert-Butyllithium, reaction with dialkyl dicarboxylates