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By G. Pattenden

ISBN-10: 1847556191

ISBN-13: 9781847556196

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Read Online or Download General and synthetic methods. Electronic book .: a review of the literature published during 1982, Volume 7 PDF

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Additional info for General and synthetic methods. Electronic book .: a review of the literature published during 1982, Volume 7

Example text

Hunadi and K. Baum, Synthesis, 1982,454. H. J. Bestmann, K. Roth, and M. Ettlinger, Chern. , 1982, 115, 161. Saturated and Unsaturated Hydrocarbons 23 acid, which is easily converted into the dioxolan trimethylsilyl ester (129), serves as the homo-enolate synthon (132)86such that deprotonation of (129) and its reaction with carbonyl compounds leads to P-hydroxy-acids (130), which are readily transformed into py-unsaturated ketones (131) by thermal elimination. Thus, ~ ~ the alkylation of the malonate esters (133) with a-chlorophenyl sulphides, followed by decarboxylative elimination, furnished the (E)-alkenoic esters (134) in high yields ( 70 %).

D. , 1982, 23, 5043. J. McMurray, J. R. Matz, K. L. Kees,and P. A. , 1982, 23, 1777. 2 Aldehydes and Ketones BY S . C. l In one example where epimerization of the ketonic product was possible, isomerization was not observed under the reaction conditions. 2 Yields are high in dichlorornethane or acetronitrile containing acetic acid. * This method, allowing a non-aqueous work-up to be employed, may prove advantageous for the preparation of water-soluble products. 8 The reactivity of the chlorochromate ion as an oxidant can be influenced by the counter-ion.

Sato, J . Chem. ,Chem. , 1982, 1126. H. Nishiyama, H. Narimatsu, and K. , 1982,23,1267. Saturated and Unsaturated Hydrocarbons 21 epoxides (11 l), and the intermediate allylsilanes (112) are readily converted into the allyl alcohols (113) by one of the two methods outlined in Scheme 21. Itoh et Br (111) ( 1 10) IV, v (1 12) Reagents: i, THF,CuI,(I 11); ii, PhSeC1,Et3N;iii, Hz02; iv, MCPBA; v, H2S04 (1 13) Scheme 21 al. *OOxidation of (115) then leads to the allyl alcohols (116), and the sequence can be formally considered as an aldehyde vinylation.

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General and synthetic methods. Electronic book .: a review of the literature published during 1982, Volume 7 by G. Pattenden

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