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2005
Reactions of organo-metal compounds
O 0350
Reformatsky Reaction of Methyl 1-Bromocycloalkanecarboxylates with α-DicarCompounds. — The Reformatsky reaction of carboxylates (II) with oxoacetal09- 047 bonyl
dehydes (I) proceeds at both carbonyl groups of (I). It is accompanied by a double
intramolecular cyclization leading to the fused spiro bis-lactones (III). Oxoacetaldehyde (IV) reacts with (II) only at the aldehyde carbonyl group due to the steric hindrance of the ortho-methyl substituent. The reaction of compounds (II) with dibenzoyl
(VI) proceeds at both carbonyl groups; however, the second intramolecular cyclization
step is hindered. — (KIRILLOV, N. F.; SHCHEPIN, V. V.; VEDERNIKOVA, L. A.;
Russ. J. Org. Chem. 40 (2004) 7, 953-956; Dep. Chem., Perm State Univ.,
Perm 614990, Russia; Eng.) — R. Staver
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