Comments on: Stereochemistry of the Diels-Alder Reaction https://www.masterorganicchemistry.com/2017/11/13/stereochemistry-of-the-diels-alder-reaction/ Sat, 18 Apr 2026 11:39:46 +0000 hourly 1 https://wordpress.org/?v=6.9.4 By: Parnali Saha https://www.masterorganicchemistry.com/2017/11/13/stereochemistry-of-the-diels-alder-reaction/#comment-791799 Sat, 28 Mar 2026 03:15:20 +0000 https://www.masterorganicchemistry.com/?p=11156#comment-791799 It’s a brilliant guide! It has really helped me to understand the mechanism of Diels-Alder reaction, which is a part of JEE Advanced examination and I couldn’t understand it. Thank you for your efforts!! Really appreciated.

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By: James Ashenhurst https://www.masterorganicchemistry.com/2017/11/13/stereochemistry-of-the-diels-alder-reaction/#comment-731983 Fri, 28 Mar 2025 13:30:21 +0000 https://www.masterorganicchemistry.com/?p=11156#comment-731983 In reply to AH.

If you are referring to the summary image, the key point is that both “A” groups and both “B” groups should each end up on the same side of the new ring (both wedged or both dashed) . If one A is wedged and one A is dashed, it’s wrong.

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By: AH https://www.masterorganicchemistry.com/2017/11/13/stereochemistry-of-the-diels-alder-reaction/#comment-731973 Fri, 28 Mar 2025 10:18:29 +0000 https://www.masterorganicchemistry.com/?p=11156#comment-731973 In the last example in the summary section, B should have wedged bonds and A should have dashed bonds, right?

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By: James Ashenhurst https://www.masterorganicchemistry.com/2017/11/13/stereochemistry-of-the-diels-alder-reaction/#comment-623204 Wed, 23 Mar 2022 04:25:03 +0000 https://www.masterorganicchemistry.com/?p=11156#comment-623204 In reply to Rohan K.

Thank you Rohan, hope you find it useful. James

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By: Rohan K https://www.masterorganicchemistry.com/2017/11/13/stereochemistry-of-the-diels-alder-reaction/#comment-623176 Tue, 22 Mar 2022 14:30:25 +0000 https://www.masterorganicchemistry.com/?p=11156#comment-623176 I don’t think I have come across a more beautifully designed website- blows any textbook out of the water. Thanks a ton!

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By: Margo https://www.masterorganicchemistry.com/2017/11/13/stereochemistry-of-the-diels-alder-reaction/#comment-598682 Fri, 12 Mar 2021 11:50:26 +0000 https://www.masterorganicchemistry.com/?p=11156#comment-598682 Yes I understand, thank you very much. I appreciate it.

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By: James Ashenhurst https://www.masterorganicchemistry.com/2017/11/13/stereochemistry-of-the-diels-alder-reaction/#comment-598632 Thu, 11 Mar 2021 17:39:00 +0000 https://www.masterorganicchemistry.com/?p=11156#comment-598632 In reply to Margo.

The Diels-Alder will *always* make a new six-membered ring, but depending on your starting materials, other size rings might get made in the process
if you count around the perimeter.

One case is when you do an intramolecular diels alder reaction, where a ring larger than 6 will be created in addition to the new 6 membered ring. https://www.masterorganicchemistry.com/2019/12/06/the-intramolecular-diels-alder-reaction/

A Diels Alder between a cyclic diene and a cyclic dienophile will likewise form a new 6-membered ring, but if you count *all* the atoms around the perimeter (i.e. around the perimeter of both rings) then yes, you will have a cyclic structure of greater than 6. If you count around the ring in decalin (the structure formed by fusing 2 6-membered rings) you get 10 carbons; I’d personally call this a “bicycle” or bicylic structure, not a 10-membered ring, personally, but hopefully you get the idea

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By: Margo https://www.masterorganicchemistry.com/2017/11/13/stereochemistry-of-the-diels-alder-reaction/#comment-598515 Sun, 07 Mar 2021 21:46:09 +0000 https://www.masterorganicchemistry.com/?p=11156#comment-598515 What if both the diene and dienophile are cyclic structures? My teacher says that you can end up with a ring having more than 6 carbons is this correct?

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By: Mat https://www.masterorganicchemistry.com/2017/11/13/stereochemistry-of-the-diels-alder-reaction/#comment-589026 Fri, 04 Dec 2020 22:07:47 +0000 https://www.masterorganicchemistry.com/?p=11156#comment-589026 This was the simply put explination I needed. Thank you!

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By: James Ashenhurst https://www.masterorganicchemistry.com/2017/11/13/stereochemistry-of-the-diels-alder-reaction/#comment-582089 Thu, 09 Jul 2020 17:20:22 +0000 https://www.masterorganicchemistry.com/?p=11156#comment-582089 In reply to DaJha.

Glad you found it helpful!

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