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Nucleophilic ring opening of diethyl 1,1-cyclopropanedicarboxylate using Na2Fe(CO)4·32 dioxane

✍ Scribed by William H Tamblyn; Robert E. Waltermire

Book ID: 104221380
Publisher: Elsevier Science
Year: 1983
Tongue: French
Weight: 196 KB
Volume: 24
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)88028-4

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✦ Synopsis

Diethyl 1,1-cyclopropanedicarboxylate undergoes nucleophilic ring opening with Na2Fe(C0)4*3/2 dioxane under CO at room temperature to produce a variety of carbonylated products. Transition metal promoted rearrangements of small ring organic compounds continue to receive intense examinati0n.l The common mechanistic feature of these reactions appears to be insertion of a coordinatively unsaturated transition metal electrophile into a carboncarbon bond.lm3 Such reactions have been exploited in the conversion of cyclopropanes to olefins and for the formation of isolable metallocyclic compounds.'

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