Organic Chemistry Masterclass: Insanely complex neuroprotective Illisimonin A (+reaction mechanisms)

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  • Опубліковано 21 гру 2024

КОМЕНТАРІ • 45

  • @totalsynthesis
    @totalsynthesis  Рік тому +13

    What do YOU think about the two syntheses? Let me know in the comments!
    Massive thank you to all channel supporters! instagram.com/totalsynthesis_official/; www.patreon.com/totalsynthesis

  • @KvWasHere
    @KvWasHere Рік тому +25

    must admit, as a high school student, i barely understood anything yet i found it quite amusing. I'm in awe. chemistry is wonderful.

  • @glebanful
    @glebanful Рік тому +17

    4 mg, from 96 kg after 10 columns, and then you have to convince the NMR guys to make good 2D spectra... Thank you for putting huge effort into another brilliant video!

  • @suneelgaur5246
    @suneelgaur5246 Рік тому +5

    The ingenuity of synthetic chemists never ceases to amaze...
    Also doing this work.must be a great test of your resilience and character..just think of the many days and months in the lab when all reactions are failing... can be quite soul destroying.

    • @totalsynthesis
      @totalsynthesis  Рік тому +2

      Oh for sure, few things are worse than trying the same step/ reaction for months without success!

    • @chadkline4268
      @chadkline4268 11 місяців тому

      The plants man .. the real chemists. They didn't use any glassware or expensive chemicals 😂

  • @sadface7457
    @sadface7457 Рік тому +21

    I am in awe of chemists

  • @lunchbr4ke528
    @lunchbr4ke528 Рік тому +6

    As someone whos doing their bachelors thesis in bioorganic chemistry rn, i’m just in awe… long way to go but wow, if it isn’t worth the ride

  • @tutinof
    @tutinof Рік тому +1

    Outstanding!

  • @definetlynotacomment1184
    @definetlynotacomment1184 Рік тому +3

    Damn! You outdid yourself again. That second synthesis was insane.
    Keep up the good work.

  • @Dave-oz4rr
    @Dave-oz4rr Рік тому +3

    Wow just found this channel, what a phenomenal content! I love it, subscribed instantly :)

  • @philidor9657
    @philidor9657 Рік тому +1

    Great video. That purification process the first group did to obtain the natural product from fruit was insane. It was like comically long. I wouldn't want to be the person to have to do all of that hahah. Very impressive. Not to mention those total syntheses were definitely wild rides. Also very impressive.

    • @totalsynthesis
      @totalsynthesis  Рік тому

      Thanks mate! I've literally just published a new video that covers quite some chemistry if you are interested!

  • @everythingexplained3226
    @everythingexplained3226 Рік тому +1

    Always a pleasure. Here's one for the algo

  • @Tbone913
    @Tbone913 Рік тому +2

    Great content, thank you.

  • @KevinChen-u2n
    @KevinChen-u2n 6 місяців тому

    In The Rych-guy's synthesis, the enol ether D-A reaction is actually very interesting! DBU first deprotonates the unsaturated ketone at the delta-position, then the silyl group captures the oxygens. Then a very facile [1,5]-H migration happens before the cycloaddition, so if you deuterates the ketone alpha-H, you will find it in the single bridge in the product. Came across this in a quiz, and missed it

  • @samueldeschwanden3065
    @samueldeschwanden3065 Рік тому +2

    Amazing video as always ❤

  • @jorritmorrit
    @jorritmorrit Рік тому

    How would you synthesize Alstoscholactine and Alstolaxepine?

  • @meiersdixon
    @meiersdixon Рік тому +2

    Maybe I’m being dumb, but should there not be another carbon in the transition state at 5:08? After the diels-alder, the ring on the left seems to be 5 membered, but based on the transition state, it ought to be 4 membered.
    Also great video, super interesting!

    • @totalsynthesis
      @totalsynthesis  Рік тому +3

      Yea very well spotted, they lost one carbon in that drawing :)

  • @agustinmassera8506
    @agustinmassera8506 Рік тому +1

    Interesting video could you please send me a link to the Illusionism A rat study I would like to check out that paper

    • @totalsynthesis
      @totalsynthesis  Рік тому

      Illisimonin A: www.sciencedirect.com/org/science/article/abs/pii/S1523706021016321
      Jiadifenolide: pubs.acs.org/doi/10.1021/ol9021029

  • @skyethebi
    @skyethebi Рік тому +2

    5:37 is it just me or is there an extra carbon coming in out of nowhere for that ring. I’m not too good with organic synthesis but I’m counting more carbons in the diels alder product than there is before the reaction. Am I completely missing something?

    • @totalsynthesis
      @totalsynthesis  Рік тому

      Yes, the authors drew the intermediate just prior to the rxn with a carbon less! (just a slip up)

  • @luke144
    @luke144 Рік тому +6

    I have a degenerative brain disease. It's in it's early stages but scary non the less. This is a huge leap in my opinion. Where do I donate?

    • @totalsynthesis
      @totalsynthesis  Рік тому +2

      These molecules are unfortunately years away from pre-clinical research, let alone clinical! All the best

    • @luke144
      @luke144 Рік тому +6

      @@totalsynthesis right but we are thinking in the right direction. If I drop dead right now I could die knowing we are on the right road. This will only be available to the rich for a while but that's why you befriend a good chemist!

  • @flaplaya
    @flaplaya Рік тому +2

    I'm in awe at the patience of this creator.. If you draw out reaction schemes in chem draw, I'm humbled.
    I'd predict this molecule class would be toxic with all those epoxides.

  • @atescoshorse8399
    @atescoshorse8399 Рік тому +1

    fantastically insightful video as always, quick question do you work in the field of synthetic organic chemistry?

  • @user255
    @user255 Рік тому +2

    I hope enzyme chemistry could be used more... so many harsh solvents and reagents.

    • @陳豐-j8w
      @陳豐-j8w Рік тому

      We may think about how the enzyme in organism that create so much complex molecules with only one stereoisomer they want. That is a good reason that we protect the environment, not to challenge ourselves to acheive the works of the enzymes. All organisms are the master of organic chemist, right?

  • @brettmoore3194
    @brettmoore3194 5 місяців тому

    I would prefer the natural isolation if i was going to ingest🎉

  • @Grak70
    @Grak70 Рік тому +4

    I love organic chemistry and I can't follow literally anything in this retrosynthesis.

    • @totalsynthesis
      @totalsynthesis  Рік тому +1

      😂 I hope the first step was ok?
      For the other stepy, I intentionally did not show every detail or talk too much theory so the video doesnt get too long

    • @Grak70
      @Grak70 Рік тому +1

      @@totalsynthesis not your fault at all! And yes, I did see the ester disconnection. But when it went into the ring contraction pinacol rearrangement my head started hurting.

  • @fredcrayon
    @fredcrayon 10 місяців тому +1

    And I thought strychnine synthesis was hard 😂😂😂