Comments on: Electrocyclic Reactions https://www.masterorganicchemistry.com/2020/03/16/electrocyclic-reactions/ Wed, 06 May 2026 19:53:51 +0000 hourly 1 https://wordpress.org/?v=6.9.4 By: Venugopal Rajendran https://www.masterorganicchemistry.com/2020/03/16/electrocyclic-reactions/#comment-777582 Fri, 24 Oct 2025 06:35:32 +0000 https://www.masterorganicchemistry.com/?p=17071#comment-777582 Very good Explanation. Easily Understand. 24-10-2025, Friday
Thank You Professor

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By: Ray A. Erickson https://www.masterorganicchemistry.com/2020/03/16/electrocyclic-reactions/#comment-732599 Wed, 02 Apr 2025 16:50:55 +0000 https://www.masterorganicchemistry.com/?p=17071#comment-732599 Terpenes, Sesquiterpenes, Sesquiterpenoids in Marijuana & Metabolism within the Human Vision Centers?

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By: Yanping Nora Soong https://www.masterorganicchemistry.com/2020/03/16/electrocyclic-reactions/#comment-719221 Tue, 10 Dec 2024 18:15:41 +0000 https://www.masterorganicchemistry.com/?p=17071#comment-719221 Recently, the MO details of the photocyclic conrotary ring-opening of 7-dehydrocholesterol to pre-vitamin D3 (in skin), prior to the thermal 1,7 hydride shift, piqued my curiosity.

Beaudry et al. in Chemical Reviews, 2005, Vol. 105, No. 12 (attached below) write:

The biosyntheses of vitamin D3 (76a) and vitamin
D 2 (76b) are arguably the best-known examples of
electrocyclic reactions in Nature (Scheme 18). The
transformations of 7-dehydrocholesterol (74a) and
ergosterol (74b) into vitamin D 3 (76a) and vitamin
D 2 (76b), respectively, have been extensively re-
viewed, and they are therefore only briefly sum-
marized here.35 Photochemical conrotatory ring open-
ing of 74a leads to pre-vitamin D3 (75a).

However, they cite only structures and not the frontier MO analysis desired. I am unable to find the “extensive reviews” they are talking about. There is the book section “Photochemistry of vitamin D and its isomers and of simple trienes” apparently at https://onlinelibrary.wiley.com/doi/book/10.1002/9780470133415#page=311, but it’s from a 1979 book that I can’t seem to find database access for. I realize the solution must be “too trivial to publish” in research articles but I wonder why I can’t find the MO solution in most modern textbooks if it is the “best-studied” reaction. If the MO solution is so trivial, why don’t we encounter it earlier in our biochemical education?

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By: Zubida furqan https://www.masterorganicchemistry.com/2020/03/16/electrocyclic-reactions/#comment-631417 Mon, 27 Jun 2022 20:36:46 +0000 https://www.masterorganicchemistry.com/?p=17071#comment-631417 Such nice explanation thank you so much

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By: Rohini https://www.masterorganicchemistry.com/2020/03/16/electrocyclic-reactions/#comment-615446 Thu, 09 Dec 2021 13:57:37 +0000 https://www.masterorganicchemistry.com/?p=17071#comment-615446 ]]> Very nice..I can understand easily thank you.🙏

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By: Abishek https://www.masterorganicchemistry.com/2020/03/16/electrocyclic-reactions/#comment-601210 Sat, 22 May 2021 08:32:27 +0000 https://www.masterorganicchemistry.com/?p=17071#comment-601210 Very understandable and clear.Also thorough and addressed all aspects without leaving anything to doubt

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