It’s a good day when simplifying synthesis uploads Also I think the thionyl chloride elimination should proceed via the hemiacetal oxygen attacking thionyl chloride instead of the open chain form alcohol
It has been a few months now and I am still not over this synthesis! The fulvene chemistry is absolutely crazy and using a Heck reaction to essentially close the tetracyclic core is amazing. Love the channel!
2:48 the chromate ester elimination produces a Cr(IV) species, which should have the nominal formula H2CrO3. note that Cr(IV) is unstable and tends to decay to Cr(III) and eventually solid Cr2O3 (ask the solid state chemists or nanochemists about that mechanism, i’m out).
It’s a good day when simplifying synthesis uploads
Also I think the thionyl chloride elimination should proceed via the hemiacetal oxygen attacking thionyl chloride instead of the open chain form alcohol
It has been a few months now and I am still not over this synthesis! The fulvene chemistry is absolutely crazy and using a Heck reaction to essentially close the tetracyclic core is amazing. Love the channel!
Thank you for taking the time to make such instructional videos!
What a fascinating structure! Perfect explanation.👍🧪
Oh the one synthesis workshop did a podcast on, this is a really typical and cute molecule
2:48 the chromate ester elimination produces a Cr(IV) species, which should have the nominal formula H2CrO3. note that Cr(IV) is unstable and tends to decay to Cr(III) and eventually solid Cr2O3 (ask the solid state chemists or nanochemists about that mechanism, i’m out).
at 8:08 I think is should be PPh3 and not Ph3
Yep that's a typo. Good catch!