Diels Alder Reaction Stereochemistry and Endo vs Exo Products

Leah4sci.com/DielsAlder presents: Diels Alder Reaction Part 3: Stereochemistry of the diene and dienophile and predicting Endo vs Exo Products
📺Watch Next: Diels Alder Reaction, Mechanism and Product Trick • Diels Alder Reaction M...
Need help with Orgo? Download my free guide ’10 Secrets to Acing Organic Chemistry’ HERE: leah4sci.com/orgo-ebook/
This video gives you tips and tricks on how to draw the stereochemistry for Diels Alder products when substituents are present on both the diene and dienophile including stereochemistry for a bicyclic product. You’ll also learn how to distinguish between endo and exo products for dienophiles with both cis and trans configurations.
↪ Links & Resources Mentioned In This Video ↩
▸Diels Alder Reaction Series Leah4sci.com/DielsAlder
▸Chirality and Stereochemistry Leah4sci.com/Chirality
▸Sp3, Sp2 and Sp Hybridization and Geometry Leah4sci.com/Hybrid
▸Organic Chemistry Syllabus Companion Leah4sci.com/Syllabus
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⏱ In this video:
[0:16] Diels Alder Reaction Overview
[0:56] Why the Product Needs Stereochemistry
[1:17] Diene Stereochemistry
[2:52] Cyclic Diene Example
[3:46] Dienophile Stereochemistry - Endo and Exo
[4:34] Dienophile Stereochemistry - Cis and Trans
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Follow along with your semester by using my Orgo Syllabus Companion: leah4sci.com/syllabus
For more in-depth review including practice problems and explanations, come join my online membership site, the Organic Chemistry Study Hall: leah4sci.com/join
❓Questions? Ask me here: Leah4sci.com/contact
👩‍🏫 For private online tutoring visit my website: leah4sci.com/organic-chemistry
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Пікірлер: 64

  • @SmokeyHooder
    @SmokeyHooder Жыл бұрын

    The tricks for remembering or understand things that you present makes these videos invaluable for learning organic chemistry. Like the close parable. Brilliant.

  • @Leah4sci

    @Leah4sci

    Жыл бұрын

    Glad you liked it, I try anything I can to make things memorable and understandable. Thanks for watching!

  • @emmanuelletoussaint287
    @emmanuelletoussaint2872 жыл бұрын

    One of the topics for my quiz tomorrow is Diels-Alder rxns and this video was definitely very helpful! Thank you for all that you do!

  • @Leah4sci

    @Leah4sci

    2 жыл бұрын

    Glad this came at a perfect time! hope you aced your quiz

  • @Sijo2
    @Sijo2 Жыл бұрын

    Your amazing!!! Every video watch, you make chemistry so easy to under stand. Thank you

  • @Leah4sci

    @Leah4sci

    Жыл бұрын

    Wow, you're very welcome! I appreciate the compliments. :)

  • @pimpjuiceT
    @pimpjuiceT2 жыл бұрын

    concise and very clearly explained, thank you!

  • @Leah4sci

    @Leah4sci

    2 жыл бұрын

    You're very welcome! That was my goal, I'm so glad you found it helpful!!

  • @shanemichael9404
    @shanemichael9404 Жыл бұрын

    I am going to be tutoring a college student who is young and bright and she's sure to be a success in the near future. I find your videos refreshing as I brush up on my orgo. chem. I also told her about your entire you tube collection of videos which if she studies carefully, she won't even need tutoring. Chemistry might be one of my favorite subjects, but not for others, that's for sure. I didn't want to reach out to you on messenger, (as it has been a few years since I have) because I figured you're probably too busy and that's a little on the personal side anyway. I'm the guy who was studying just to learn more, but for no other reason. I had no deadlines to meet. I Hope this message finds you doing well. Thanks again !

  • @Leah4sci

    @Leah4sci

    Жыл бұрын

    Hi! Great to hear from you and excited to hear that you are finding a way to let your passion for chemistry help others. Thanks for passing my information along to your student, thank you!

  • @jayc6894
    @jayc68945 ай бұрын

    your memory devices are really helpful: make-break-make, the endo/enter and exo/exit, and the rest are great

  • @Leah4sci

    @Leah4sci

    5 ай бұрын

    So happy to hear that this resonated with you. There's time for overthinking on other problems but something like this should be straight-forward if it can be. Hope it helps

  • @GodOnVayne
    @GodOnVayne2 жыл бұрын

    Thank you Leah! This helped me a lot.

  • @Leah4sci

    @Leah4sci

    2 жыл бұрын

    You're so welcome!

  • @saaniyahsajed1932
    @saaniyahsajed19322 жыл бұрын

    you're the best. thank you so much for explaining these so well!

  • @Leah4sci

    @Leah4sci

    2 жыл бұрын

    Aww you're so kind, and you're welcome!

  • @usernamehere94
    @usernamehere942 жыл бұрын

    Great video, thank you so much for sharing!

  • @Leah4sci

    @Leah4sci

    2 жыл бұрын

    You're very welcome!

  • @user-hl1hr2po6n
    @user-hl1hr2po6n2 жыл бұрын

    than k you for your help! its even more helpful than my classes !

  • @Leah4sci

    @Leah4sci

    2 жыл бұрын

    Happy to help!

  • @meethiaasali792
    @meethiaasali7924 ай бұрын

    thank you leah, you are a life saver

  • @Leah4sci

    @Leah4sci

    4 ай бұрын

    You're very welcome

  • @naeemoxychem
    @naeemoxychem Жыл бұрын

    Thanks for such a niche representation with tricks

  • @Leah4sci

    @Leah4sci

    Жыл бұрын

    you're so welcome

  • @hej-ky4qk
    @hej-ky4qk27 күн бұрын

    thank you, you helped me a lot :)

  • @Leah4sci

    @Leah4sci

    22 күн бұрын

    You are welcome!

  • @patrycjapajdak2491
    @patrycjapajdak24916 ай бұрын

    a very useful video, thank you :))

  • @Leah4sci

    @Leah4sci

    5 ай бұрын

    Glad you liked it!

  • @andreifabre1581
    @andreifabre1581 Жыл бұрын

    I believe all of this reactions are when the dienophile attacks from the bottom, but when it attach from the top does every thing is inverse?

  • @Leah4sci

    @Leah4sci

    Жыл бұрын

    Both endo and exo products can be formed, based on the stereochemistry of the specific reaction. For help with questions like this and more, I recommend joining the organic chemistry study hall. Details: leah4sci.com/join or contact me through my website leah4sci.com/contact/

  • @yusefsadik8653
    @yusefsadik86532 жыл бұрын

    The Diels Alder reaction is so satisfactory, specially when you get cyclohexenes

  • @Leah4sci

    @Leah4sci

    2 жыл бұрын

    yes!

  • @NewWesternFront
    @NewWesternFront Жыл бұрын

    So you get enantiomers when all the chiral centers on a molecule are inverted in their absolute configuration. And we can see that those two structures become diastereomeric because that methyl configuration is retained. This is how I think to explain your “challenge”. I was having a little trouble finding a simpler answer in a plane/mirror of symmetry. What do you say?

  • @Leah4sci

    @Leah4sci

    Жыл бұрын

    That's the exact explanation I would give! The addition of a chiral center whose configuration is retained in both structures (while the other centers change) gives us diastereomers.

  • @arjunsinha4015
    @arjunsinha40152 жыл бұрын

    Great Video

  • @Leah4sci

    @Leah4sci

    2 жыл бұрын

    Thank you!

  • @saravalencia6857
    @saravalencia68572 жыл бұрын

    Hi Leah, in the beginning of the video you quickly run by some of the previous videos. However, in 0:12 , there is an example shown where the dienophile has 3 oxygens attached, one in the middle, and the other two attached on either sides via a double bond. I tried looking for this example in the two previous videos but can't locate it, so I was wondering if you made another video that includes this problem.

  • @Leah4sci

    @Leah4sci

    2 жыл бұрын

    Thank you for pointing this out! I skimmed the previous two videos as well, and you're correct. It's not found in either of those videos. It's possible that particular image was pulled from one of my longer Study Hall videos, which you can access if you join the Organic Chemistry Study Hall. Details: leah4sci.com/join or contact me through my website leah4sci.com/contact/

  • @nate2376
    @nate23762 жыл бұрын

    For the part at 2:40, I thought it does not matter if it’s in or out but more so if facing the same way or different directions they are cis or trans respectively

  • @Leah4sci

    @Leah4sci

    2 жыл бұрын

    You're correct. The inside and outside groups must end up with the correct relationship to each other, regardless of whether they are facing you (the observer) or not. But also bear in mind that they must be appropriately positioned in relation to any groups that the dienophile might have.

  • @amine_Raf
    @amine_Raf11 ай бұрын

    Great explanation, but how about facial approaches, I always find that most Diels-Alder courses don't discuss their effect on stereochemistry despite their importance in organic synthesis involving DA reactions. How would you say the facial approach of a dienophile affects the stereochemistry and the number of theoretically possible stereoisomers?

  • @Leah4sci

    @Leah4sci

    11 ай бұрын

    I'm not sure I understand your question, do you mean the products when approached from the top and bottom respectively?

  • @amine_Raf

    @amine_Raf

    11 ай бұрын

    @@Leah4sci Yes, That's what I mean. Wouldn't the approach from the bottom result in a product with a different stereochemistry than the product of the approach from the top?

  • @marcusp.7512
    @marcusp.75122 жыл бұрын

    thank you!

  • @Leah4sci

    @Leah4sci

    Жыл бұрын

    You're welcome!

  • @nate2376
    @nate23762 жыл бұрын

    How do you choose endo/exo when the dienophile is trans

  • @Leah4sci

    @Leah4sci

    2 жыл бұрын

    you get both

  • @japvir3694
    @japvir36942 ай бұрын

    Very usefull for jee exam

  • @Leah4sci

    @Leah4sci

    2 ай бұрын

    Happy to help!

  • @man-yinleung8990
    @man-yinleung89902 жыл бұрын

    When the dienophile is cis, the exo and endo products are meso compound isn't it ?

  • @Leah4sci

    @Leah4sci

    2 жыл бұрын

    Great question! Yes, you are correct. For help with more like this, I recommend joining the organic chemistry study hall. Details: leah4sci.com/join or contact me through my website leah4sci.com/contact/

  • @kewang4683
    @kewang4683 Жыл бұрын

    Great video ! You should be my college professor!

  • @Leah4sci

    @Leah4sci

    Жыл бұрын

    Thanks! But if I was, I wouldn’t be able to help as many students as I do on my website and KZread.

  • @ZeinabYusuf
    @ZeinabYusuf Жыл бұрын

    mmm girl you ate this up

  • @Leah4sci

    @Leah4sci

    Жыл бұрын

    Thanks, I appreciate the compliment!

  • @A-Ls1
    @A-Ls12 жыл бұрын

    Okay I see it’s straight up and down

  • @Leah4sci

    @Leah4sci

    2 жыл бұрын

    Good deal!

  • @MOHAMMADMURSALEEN-eq6ir
    @MOHAMMADMURSALEEN-eq6ir Жыл бұрын

    you are the best

  • @Leah4sci

    @Leah4sci

    Жыл бұрын

    Thank you so much :)

  • @MdFaisal-ol3jv
    @MdFaisal-ol3jv2 жыл бұрын

    Knoevenagel condensation reaction please.

  • @Leah4sci

    @Leah4sci

    2 жыл бұрын

    I've never heard of that reaction

  • @Leah4sci

    @Leah4sci

    2 жыл бұрын

    Thank you. Sounds like you know the reaction now, so all good?

  • @9247173757
    @924717375715 күн бұрын

    Excellent teachings

  • @Leah4sci

    @Leah4sci

    11 күн бұрын

    Thank you!