- Synthesis of (3E)-dodecen-12-olide, a potential pheromone component of the emerald ash borer
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Emerald ash borer (EAB), Agrilus planipennis Fairmaire, is an invasive insect that has killed millions of ash trees in the USA and Canada. A concise synthesis of a potential EAB pheromone component, (3E)-dodecen-12-olide, using highly stereoselective Julia-Kocienski olefination as the key step, is reported. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.
- Magee,Mayo,Silk,Beattie
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p. 1368 - 1377
(2013/05/22)
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- Ethynylation of the ether derivatives of ω-haloalkanols with lithium acetylide-ethylenediamide complex
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A new operationally simple and highly efficient procedure for the ethynylation of ether derivatives of ω-haloalkanols with lithium acetylide-ethylenediamine complex in N,N-dimethylacetamide is described.
- Karpinska,Lewandowska,Grodner
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p. 937 - 942
(2007/10/03)
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- SYNTHESIS OF THE SEX PHEROMONE OF THE GRAIN MOTH Ephestia Elutella
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A most convenient synthesis of tetradeca-9Z,12E-dien-1-ol and its acetate - components of the sex pheromone of the grain moth - has been carried out on the basis of a scheme for obtaining a cis-1,trans-4-dienic system.
- Kasymzhanova, M.,Abdukakharov, V. S.,Kamaev, F. G.,Abduvakhabov, A. A.
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p. 708 - 713
(2007/10/02)
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- Reactions of Dialkylbromoboranes with Alkali Metal Hydrides in the Presence of Alkenes. Synthesis of 'Mixed' Trialkylboranes (RA2RBB) in Solution
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Dialkylbromoboranes react steadily with hydroxide-free sodium hydride in diglyme, in the presence of alkenes, to give nearly quantitative yields of partly mixed trialkylboranes.The reaction proceeds too slowly to allow prior clean preparation of dialkylboranes, so reaction in the presence of alkenes possessing hydride-sensitive functional groups is not possible, although terminal alkynes can be hydroborated in situ by a modified experimental procedure.Potassium hydride reacts much more rapidly with dialkylbromoboranes, the reactions being complete within minutes at 20 deg C, but the yields are lower.Addition of dibenzo-18-crown-6 leads to an increase in yield but the results are still inferior to those obtained using sodium hydride.Reaction of dialkylbromoboranes with lithium hydride is very sluggish.
- Maddocks, Peter J.,Pelter, Andrew,Rowe, Keith,Smith, Keith,Subrahmanyam, Chitti
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p. 653 - 656
(2007/10/02)
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- SYNTHESIS OF HIGHER ACETYLENIC ALCOHOLS
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The alkylation of 1-alkynes in various solvents was investigated, and the optimum conditions for the production of acetylenic alcohols were obtained.
- Kovalev, B. G.,Matveeva, E. D.,Stan, V. V.,Vovk, G. A.,Yudin, L. G.,Kost, A. N.
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p. 1728 - 1733
(2007/10/02)
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