Oxidation of olefins with alkanesulfoperacids

Alkanesulfonic peracids RSO₄H effectively oxidize olefins to the corresponding epoxides. The kinetics and mechanism of this reaction are studied. It was shown that both the monomer and dimer form of the peracid act as oxidizing agents. The dependence of the weight constant of the reaction of monomer RSO₄H with substituted acyclic olefins on the structure of the latter is described by the Taft equation. A linear correlation is established between log k₂ and the inductive constants of the substituents on the oxygen atom in the peracid.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 333–337, February, 1991.     

13C NMR spectra of biologically active compounds

The diastereomeric effects on the¹³C NMR chemical shifts of thirteen epimeric pairs of 16-aryloxy-11-deoxyprostaglandins of the E₁ and F₁ series caused by the change in the configuration of the 15-hydroxy group, which are differential parameters for assigning epimers to the 15- and 15-stereochemical series, have been determined.For Communication (VIII), see [1].Institute of Chemistry, Bashkir Scientific Center, Urals Branch, Academy of Sciences of the USSR, Ufa. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 123–128, January–February, 1991.     

Synthesis and conversions of metallocycles. 7. A novel approach to the synthesis of 3,4-dialkyl-substituted aluminacyclopentanes in the presence of Cp2ZrCl2

A novel approach was developed for the stereoselective synthesis of trans-3,4-dialkyl-substituted aluminacyclopentanes from -olefins, metallic magnesium, and EtAlCl₂ in the presence of catalytic amounts of Cp₂ZrCl₂. The hydrolysis and deuterolysis products of the 3,4-dialkyl-substituted aluminacyclopentanes obtained are only in the trans configuration.For previous communication, see [1].Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1607–1609, July, 1991.     

Catalytic properties of iron tetracarbonyl π-complexes of vinylsilanes in the addition of polyhalomethanes and hydrosilanes to vinylsilanes

Conclusions The high catalytic activity of (CH₂=CHSiR₃)·Fe(CO)₄ complexes was demonstrated in the reaction of vinylsilanes with polyhalomethanes and hydrosilanes.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 914–920, April, 1982.     

Synthetic Transformations of Higher Terpenoids: IX. Nitrogen-Containing Heterocyclic Compounds on the Basis of Lambertianic Acid

Oxidation of lambertianic acid methyl ester and methyl 15,16-epoxy-17-hydroxylabda-13(16)14-dien-18-oate gave 17-nor-8-oxo-, 8,12-epoxy-17-hydroxy-, and 8-formyl-17-norlabdadienoic acid esters which were subjected to reductive amination, and the subsequent intramolecular aminomethylation of 17-nor-8(R)-methylamino- and 17-methylaminolabdadienoates with formaldehyde afforded new polycyclic compounds, furoazocine and furoazonine derivatives.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 4, 2005, pp. 547–556.Original Russian Text Copyright © 2005 by Chernov, Shul’ts, Shakirov, Bagryanskaya, Gatilov, Tolstikov.For communication VIII, see [1].     

(R)-4-Menthenone in the synthesis of optically pure sex pheromone of the peach leafminer moth (Lyonetia clerkella)

The synthesis of (14S)-methyloctadec-1-ene, sex pheromone of the peach leafminer moth (Lyonetia clerkella), is described to demonstrate a new potential of the synthetic use of (R)-4-menthenone.     

Lipids of the seeds of Cynoglossum officinale

The compositions of the lipids and fatty acids of the seeds ofCynoglossum officinale, familyBoraginaceae have been established. The bulk of the lipids consisted of netural compounds (95.2%), while the amounts of glycolipids and phospholipids were 3.1 and 1.7%, respectively. Among the fatty acids, in addition to the usual components, acids characteristic for theBoraginaceae family have been found: 18:3 (6, 9, 12), 18:3 (9, 12, 15), 18:4 (6, 9, 12, 15), 20:1 (11), 22:1 (13), and 24:1 (15). Institute of the Chemistry of Plant Substances, Uzbek Academy of Sciences, Tashkent. South Urals Reservation, Bashkir. Institute of Chemistry, Bashkir Scientific-Center, Urals Branch, Russian Academy of Sciences, Ufa. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 758–762, November–December, 1991.     

Insect pheromones and their analogues. XLVI. Synthesis of 13RS-hydrooxytetradec-5Z-enoic acid — The acyclic precursor of the macrolide component of the pheromone of Cryptolestes pusillus

New routes for the synthesis of 13RS-hydroxytetradec-5Z-enoic acid — the acyclic precursor of the macrolide component of the pheromone ofCryptolestes pusillus have been developed on the basis of the readily accessible 1-methylcycloocta-1Z, 5Z-diene or isopropyl nona-3E,8-dienoate.Institute of Biological Plant Protection, Moldovian Academy of Sciences, Kishinev. Scientific-Research Institute of Forestry and Forestry Mechanization, Pushkino. Moscow Institute of Wood Technology; and Georgia Institute of Mountain Forestry, Tbilisi. Translated from Khimiya Prirodnykh Soedeninii, No. 1, pp. 150–155, January–February, 1993.     

Kinetics of p-cumylphenol alkylation by isobutylene in the presence of p-toluenesulfonic acid

Kinetics of p-cumylphenol alkylation by isobutylene in the presence of 0.1–2 wt.% p-toluenesulfonic acid has been studied and a reaction scheme is suggested. The rate constants have been determined.

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- 0,1–2 % . -. .