The cyclopropanation of (2-X-ethyl)-substituted allenes with diazomethane in the presence of palladium acetate led to the formation of derivatives of methylenecyclopropane and spiropentane.The elimination of HX from the latter gave vinylspiropentane.
Zefirov, N. S.,Kozhushkov, S. I.,Kuznetsova, T. S.,Lukin, K. A.,Kazimirchik, I. V.
p. 605 - 610
(2007/10/02)
HYDROLYSE DES DERIVES DE CYCLOPROPYLIDENE-3 PROPYLE. STRUCTURE ET STEREOCHIMIE DES ALCOOLS PRECURSEURS ET DES PRODUITS RESULTANT DE L'HYDROLYSE
The 13C nmr spectra of 14 β-cyclopropylidenic alcohols 1 have been determined: .All the chemical shifts were assigned and the substituent effect are discussed as a function of molecular conformation.The stereochemistry of two diastereoisomers of alcohols 1e ( R1 = R2 = H; R2 = R4 = CH3 ) and 1k ( R3 = H; R1 = R2 = R4 = CH3 ) was established from ir spectroscopy and 1H nmr results.The 13C nmr spectra of products arising from hydrolysis of 3-cyclopropylidene propanol 1a and 4-cyclopropylidene 2-butanol 1b tosylates have been also recorded.The analysis of these date enables us to establish unambigiously the structure and the stereochemistry of the hydrolysis products.
Faure, Robert,Leandri, Gilbert,Meou, Alain
p. 1089 - 1095
(2007/10/02)
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