Predict the major products of the following reactions, and giv...

Question

Predict the major products of the following reactions, and give the structures of any intermediates. Include stereochemistry where appropriate.

(j)

Accepted Answer

Hey everyone and welcome back in today's video. We are going to draw the reaction intermediates and major products for the following reactions. And show stereo chemistry where applicable. If you look at the problem, we understand that our starting material is an L. King and we have two reactions number one and number two. Reaction number one is the addition of parasitic acid. Number two E. S. S. Hydrolyzed This recall that whenever we are reacting al kins with a proxy acid were forming ip oxides. So the first step we are going to draw these intermediates that are formed which would be our ip oxides. If we start with our five member ring, we simply wish to add an oxygen atom across the double bond. Right? We are going to form that remembered ring which is already pock side. But there are two ways to do that. If we do that below the ring or basically from the bottom side of the ring, we are going to add oxygen on two dashes, meaning the original method group will be pointing up on a watch. Right? So this is our personal immediate and then we are going to form our second intermediate. If we add oxygen from the top side of the ring. Right, we can also add it from the top. This is really important to remember. We always have two ways of that addition from the top side or the bottom side. So now if we threw our second possibility addition of oxygen from the top side. There will be two wedges indicating that these bonds are pointing up with oxygen, meaning the remaining metal group will be pointing down. So these are our ip oxide intermediates and we may label them as our intermediates because one part of the problem asked us to provide the intermediates. And this is obtained during the first part of the reaction. Right first, citic acid reacts with an AL came to produce the box sides. Now in the second step we are performing acidic hydrolyzed this. So let's see how that works. First of all we are protein ating oxygen. Right? The lone parent oxygen in each case gets protein ated. We can just indicate that. So there's a proton capture And let's draw our protein ated intermediates for reference. So we can understand how the final step takes place now because we're using water and water connectors the nuclear file we have to keep in mind that during acidic hydrogen basis we can now have that ring opening of an ip oxide whether will attack a more substituted position because conditions are acidic. That's really important to understand whenever you're using acidic conditions, the nuclear like attack on ip oxides will take place at a more substituted position. So this is our more substituted position. These two are our electrical carbon atoms. And now we can perform that nuclear attack. Stop the water molecule will essentially add tag each of these more substituted positions, followed by the loss of the leaving group. Now keep in mind that this is called a backside of tag, which implies that there will be an inversion of configuration at that position. Right? So we are now ready to draw our final products. Let's also keep in mind that there's that deep protein nations, that because when we're adding water to our structure, we have two D. Protein ate it to make sure that we get our alcohol. So along the way we will be D protein eating it as well and we can just use that shorthand notation minus H plus means that we are removing a proton from water to make sure that we are forming our dial. So the T Niles would look as follows the first one we would have an inversion of configuration over here. So the metal group would now be pointing down and the alcohol group would be pointing up regarding this position, Nothing changes. So we have a wage pointing down And for this one we have an inversion of configuration. So the alcohol group would now be pointing down and the method group will be pointing up, nothing changes regarding this position. The alcohol is pointing up and we noticed that we have a pair of finance commerce, right, this these are our major products, we can label them as our major products and yeah, we can notice that what we have formed here. These two are anti addition dials, right, Because the two alcohol groups that are are in anti arrangements to each other, one of them is pointing up, another one is pointing down, and the same pattern can be observed here, right. One of the alcohol groups is pointing down, another one is pointing up so the arrangement is anti just as expected, due to the presence of that epoxy and intermediate. Now we may simply conclude that the correct answer choice to the small cultures question is c. However, if you have any questions, don't have seats, leave your comment down below in the comment section and thank you for watching.

Predict the major products of the following reactions, and give the structures of any intermediates. Include stereochemistry where appropriate.
(j)

Key Concepts

Electrophilic Aromatic Substitution (EAS)

Carboxylic Acids as Electrophiles

Stereochemistry in Organic Reactions

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