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An outline of a racemic synthesis of $\alpha$-multistriatin, a pheromone of the elm bark beetle, is shown below. (Sections $21.3$ and 21.4)
Organic Chemistry
Chapter 21
Alkenes and alkynes: electrophilic addition and pericyclic reactions
Addition reactions of alkenes
Reactions of Alkenes
Alkynes
Rice University
Missouri State University
Millikin University
University of Toronto
Lectures
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PGF$_{2\alpha}$ (Section 4…
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Propose a mechanism for th…
Hello everyone. Let us see the following question, an outline of resume synthesis of alpha multi distracting. So we are talking about preparation of alpha mighty tracking it is a pheromone of elm bark beetle is shown below. So let us see this interest is given in the question. So here is the preparation of multi striding. So based on the structure 123 and the structure of alpha multi striking. We have questions so the question a is related to. So suggest a free agent for the one step synthesis of one from two butin. So one is this, This is one, viewed two in one comma four day all. So the following structure how it can be prepared from view too. View time. So this is 1234. So there was double born here. So hence there is ohh group and also there is ohh group, how it is prepared from viewed by that is there has to be triple born and then there is a way to group here and then there is a group. So the triple bond all kinds are converted to all canes by hydrogenation. So hydrogenation happens from the same side. So if we decided from the same side, we used poison the platinum with the V. A. And so forth. This is called lindlaw. Living lives character list which helps in partial reduction. So this is the process used as partial hydrogenation or partial reduction. Why we have to poison the palladium. Otherwise this un saturation completely lied to saturated. That means all canes will be formed. So since we want double born here, we have to use partial reduction method that is using lingua is catholic. So the right answer for the question is poisoned palladium that is Lynn la's catalyst. So let us see the question be here. So the question be is given give the ups the name of compound one. So this is the compound one according to the question. The ups, the name of this company is 1234. There is double born here, there is ohh group here and there is also a group here. So we can see the H groups are on the same side. So I will maintain the same. So the H groups are sorry the H groups are on the same side if the H groups are maintained on the same side that we Z. I. Summer. So it is okay. So then it is also die. All right, so position one 234. So it is positioned one comma for dialogue then it is view to two inches. So it is viewed two in okay position one common authorities die all. So we have to write it as their one comma food they all viewed to eat. But we know that this is the primary functional groups. So it has to end as suffix. So therefore we have to rearrange it. So it has to be put it in this format. So first of all it has to come that has to come with there Built to in dash, one comma 4 die because alcohol is a main functional groups. So it has to end now as a suffix. So let us see the question. See questions is suggest the re agent for the one step synthesis of three from two. What is three? Three is the eater from to say that there is a double born here. So this double born has broken and Hero H group is added here. Ohh group is added from the same side and 20. H group because of the hydrogen bonding, they lose a unit of water after losing the unit of water, the former epoxy compound. So this process is called as iP oxidation, hip oxidation. For this we need a europe oxidizing agent. So the iP oxidizing agent which can be used. The ECM writing hypoxic still devising agent, The famous ip oxidizing agent that we can use it peroxide, E formic acid, C double bond, O. H. It is called bad Toxie paradox. E sed Cassidy. He's a hip oxidizing agent which breaks the double bond and forms hypoxia intoxication compound. So let us see that question. D suggest the structure of the product formed by the reaction of three. Video? Ohh, so what is the structure of three? So let us draw the structure of three. Then we have a carbon which is connected to oxygen on both sides. So here Gar minal place has two metal groom and then here we have a carbon and here. Okay, so here, also on the same side, on the same side there is an oxygen. So this is a compounded tree. So when it is treated with the group in the presence of a water H 20. We know that is a nuclear file. So if this bond is breaking, so the oxygen becomes minus here, so this part is completely broken, this part becomes positive. So the H would attack here from the backside. So this ohh is anywhere on the front side which gets the edge from the water. Okay, so H is going to attack this oxygen clearly. So the resulting product here would be he had oxygen here oxygen. Okay, so here the H group is towards village. If it is this is there here hydrogen should be wet here, hydrogen should be dash. So let us see the last question here. The last question is E. Which says then name the functional groups present in compound 23 and alfa multi string. So we can come see the structure to this is there is a literal group, literal group and literal group, which is the third the functional group that is present in all of the mayor or which is also a part of a little. Thank you
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