Thesis (licentiate)--Swedish University of Agricultural Sciences, 2005. / Appendix reprints three papers and manuscripts co-authored with others. Also partially issued electronically via World Wide Web in PDF format; online version lacks appendix.

Thesis (doctoral)--Swedish University of Agricultural Sciences, 2004. / Appendix reprints four papers and manuscripts co-authored with others. Includes bibliographical references. Also partially issued electronically via World Wide Web in PDF format; online version lacks appendix.

Diss. (sammanfattning) Alnarp : Sveriges lantbruksuniversitet, 2009. / Härtill 5 uppsatser.

Diss. (sammanfattning) Uppsala : Sveriges lantbruksuniv., 2004. / Härtill 4 uppsatser.

Diss. (sammanfattning). Uppsala : Sveriges lantbruksuniversitet, 2004. / Härtill 4 uppsatser.

Diss. (sammanfattning). Uppsala : Sveriges lantbruksuniversitet, 2005. / Härtill 4 uppsatser.

Vid föryngring ger markberedning en bra förutsättning för plantan att överleva och växa, och med mindre risk för snytbaggeangrepp. Syftet med denna studie var att undersöka hur snytbaggeskydd och olika markberedningsmetoder långsiktigt påverkar stamantal, medelhöjd och volymproduktion hos gran (Picea abies). Markberedningsmetoderna som jämfördes var högläggning, fläckmarkberedning och inversmarkberedning. De jämfördes med att inte markbereda alls. Hälften av plantorna var behandlade mot snytbagge med permetrin, dessa var jämt fördelade i försöket. Studien genomfördes i en försöksyta 9284, vid SLU:s försökspark i Siljansfors, Mora kommun. Beståndet var 17 år när det mättes (16 år efter plantering) hösten 2018. Då mättes trädens höjd, diameter samt grönkronans höjd. Volym beräknades med volymfunktioner. Högläggning, inversmarkberedning, och fläckmarkberedning (i nu nämnd ordning) och snytbaggeskydd gynnade granplantornas volymtillväxt, gav flest stammar samt högst höjd. Att högläggning och inversmarkberedning var så framgångsrika i detta försök beror troligen på att marken i Siljansfors är näringsfattig och fuktig. Hög planteringspunkt ökar risken för en planta att torka. Permetrinbehandling hade en positiv effekt på volymen och stamantalet, dock var det ingen signifikant skillnad vad gäller höjden. Markberedning samt permetrinbehandling ger bestående långsiktiga resultat för produktionen. / In regenerations, soil preparation provides good conditions for plants to survive and grow, and reduces the risk of damage by pine weevil (Hylobius abietis). The aim of this study was to investigate the long-term effect of protection against pine weevil damage and the long-term effect of different soil scarification methods on the number of trees, tree height and the volume production of spruce (Picea abies). The soil preparation methods that were compared were mounding, patch scarification and the inverse method. These were compared as well as to, no soil preparation at all. Half of the plants were treated against pine weevil with permethrin. These were evenly distributed in the experiment. The study was conducted in the trial area 9284, at SLU's experimental park in Siljansfors, Mora municipality. The trees were 17 years old when measured (16 years after planting) in the autumn 2018. Then tree height, diameter and the height of the green crown was measured. Volume was calculated with volume functions. Mounding, the inverse method and patch scarification (in the order mentioned) and pine weevil protection benefited the volume production of the spruce trees, the numbers of trees and tree height. The fact that mounding and the inverse method was so successful in this experiment is probably due to that the soil in Siljansfors is nutrient-poor and moist. High planting points increases the risk of drought. Permethrin treatment had a positive effect on volume production and the number of plants, however, there was no significant difference regarding tree height. Soil preparation and permethrin treatment provide lasting long-term effects on production.

This thesis describes the synthetic preparation of somecompounds, which can serve as chemical signals for use in thedevelopment of control methods for pest insects. The compoundssynthesised are of the isoprenoid type and of two kinds:carvone derivatives and germacranes. The derivatives of carvoneare based on modifications of this compound, by reactions ofeither its endocyclic or its exocyclic double bond. One type ofmodifications was accomplished by chemoselective additions ofthiophenol. The latter ones imply additions to the exocyclicdouble bond and seem to constitute general, previously rarelystudied reactions. In other modifications of its exocyclic side chain, carvoneafforded some sesqui- and diterpeniod natural products. Thefollowing compounds were synthesised in an enantioselectiveway: (-)-epi-delobanone, (-)-delobanone,(-)-7-hydroxy-3,10-prenylbisaboladien- 2-one (an insecticidalconstituent of Croton linearis) as well as its diastereomer andsome other compounds with similar structures. All of thesecompounds weretested for their antifeedant/feeding deterrentcapability against gnawing of the pine weevil, Hylobiusabietis. The germacranes prepared by means of enantioselective totalsyntheses are: (–)- 1(10),5-germacradien-4-ol and(–)-germacrene D. The former is a constituent of thedefence secretion (an allomone) from the larvae of the pinesawfly, and the needles of Scots pine. (–)-Germacrene D isa ubiquitous compound in nature. For example, it occurs in thepeels of apples and acts as one component of a lure (akairomone) to the apples, which attracts the codling moth,Cydia pomonella. The main problem in the total syntheses of the germacraneswas the formation of the unsaturated monocyclic 10-memberedring. This was achieved by intramolecular alkylation with asuitably functionalised/protected cyanohydrin derivative,which, after further elaboration, afforded a monocyclic10-membered enone, that was used in the syntheses of the twogermacranes mentioned above. In the initial steps in thesynthetic sequence the stereochemistry was established byalkylation of an amide enolate attached to a chiral auxiliary.This approach could most likely also readily furnish the(+)-enantiomers of these germacrenes (of the germacraneterpenoid class) using the opposite enantiomer of the chiralauxiliary in the initial steps. <b>Keywords</b>: isoprenoids, natural product synthesis,allelochemicals, kairomones, allomones, bisabolane terpenoids,Hylobius abietis, germacrane terpenoids, Neodiprion sertifer,stereoselective synthesis.

<p>This thesis describes the synthetic preparation of somecompounds, which can serve as chemical signals for use in thedevelopment of control methods for pest insects. The compoundssynthesised are of the isoprenoid type and of two kinds:carvone derivatives and germacranes. The derivatives of carvoneare based on modifications of this compound, by reactions ofeither its endocyclic or its exocyclic double bond. One type ofmodifications was accomplished by chemoselective additions ofthiophenol. The latter ones imply additions to the exocyclicdouble bond and seem to constitute general, previously rarelystudied reactions.</p><p>In other modifications of its exocyclic side chain, carvoneafforded some sesqui- and diterpeniod natural products. Thefollowing compounds were synthesised in an enantioselectiveway: (-)-epi-delobanone, (-)-delobanone,(-)-7-hydroxy-3,10-prenylbisaboladien- 2-one (an insecticidalconstituent of Croton linearis) as well as its diastereomer andsome other compounds with similar structures. All of thesecompounds weretested for their antifeedant/feeding deterrentcapability against gnawing of the pine weevil, Hylobiusabietis.</p><p>The germacranes prepared by means of enantioselective totalsyntheses are: (–)- 1(10),5-germacradien-4-ol and(–)-germacrene D. The former is a constituent of thedefence secretion (an allomone) from the larvae of the pinesawfly, and the needles of Scots pine. (–)-Germacrene D isa ubiquitous compound in nature. For example, it occurs in thepeels of apples and acts as one component of a lure (akairomone) to the apples, which attracts the codling moth,Cydia pomonella.</p><p>The main problem in the total syntheses of the germacraneswas the formation of the unsaturated monocyclic 10-memberedring. This was achieved by intramolecular alkylation with asuitably functionalised/protected cyanohydrin derivative,which, after further elaboration, afforded a monocyclic10-membered enone, that was used in the syntheses of the twogermacranes mentioned above. In the initial steps in thesynthetic sequence the stereochemistry was established byalkylation of an amide enolate attached to a chiral auxiliary.This approach could most likely also readily furnish the(+)-enantiomers of these germacrenes (of the germacraneterpenoid class) using the opposite enantiomer of the chiralauxiliary in the initial steps.</p><p><b>Keywords</b>: isoprenoids, natural product synthesis,allelochemicals, kairomones, allomones, bisabolane terpenoids,Hylobius abietis, germacrane terpenoids, Neodiprion sertifer,stereoselective synthesis.</p>

<p>The interactions between plants and insects are mediated by volatile molecules. Plants respond to stress by biosynthesis of chemical substances which can deter invading insects or pathogens. Some of these substances are volatile and are emitted to the surroundings and may attract or repel insects. Information about the susceptibility of individual plants to infestation, their volatile emissions and chemical defence is of interest, for example in selecting plants for tree breeding programs.</p><p>This research was focused on finding volatile chemical markers of resistance in Norway spruce plants that do influence insects associated to conifers. Collection of headspace volatiles by SPME followed by separation and identification with GC-MS is effective in investigating biological systems with a minimum of disturbance. This method has here been used to investigate Norway spruce plants of different ages and stress conditions as well as trapping semiochemicals like nepetalactone emitted by the spruce shoot aphids. It was even possible to analyse the emission of single needles <i>in vivo</i> and obtain a chemical pattern of the site of the stress reaction. Seedlings of different ages showed differences in chemical composition of emitted volatiles, with the pine weevil repellent (<i>S</i>)-(-)-limonene as one of the main compounds. Wounded phloem of conventional plants emitted high amounts of monoterpenes while the phloem of mini plants emitted (3Z)-hexenal and (3Z)-hexen-1-ol.</p><p>Norway spruce plants did respond to different stress elicitors with similar response, regardless of their genetic origin. The emissions from stressed Norway spruce plants mainly consist of (<i>E</i>)-β-farnesene, (<i>E,E</i>)-α-farnesene, (<i>E</i>)-α-bisabolene, (<i>R</i>)-(-)-linalool and methyl salicylate. Emissions from live spruce shoot aphids were detected during autumn periods, and a method to separate and identify the four diastereomers of nepetalactone by GC-MS and characteristic m/z-fragments was accomplished.</p>