December 03, 2020, 12:16:58 PM
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Topic: stereoselective intramolecular Diels-Alder reaction  (Read 108 times)

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Offline rvalst

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stereoselective intramolecular Diels-Alder reaction
« on: November 05, 2020, 06:26:33 PM »

I am writing a synthesis proposal to make the compound 4 in the reaction scheme attached.
Notice the stereochemistry; the hydrogen atoms in the middle bond (between the two rings) are
both pointing downward.

I was planning to make 4 via an intramolecular Diels-Alder reaction in compound 3.
I would expect that the hydrogens can end up on either side of the plane; either both pointing upward (undesired),
or both pointing downward (desired), so a mixture of both is obtained.

Would anyone have a suggestion for me on how to ensure the hydrogens are both pointing downward?

Online billnotgatez

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Re: stereoselective intramolecular Diels-Alder reaction
« Reply #1 on: November 06, 2020, 02:17:54 AM »
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