Synthesis Question on epoxide

Started by amimi, January 23, 2026, 02:21:59 AM

Previous topic - Next topic

0 Members and 1 Guest are viewing this topic.

amimi

Hello, I would appreciate some help with this!
Screenshot 2026-01-22 at 11.21.54 PM.png

uma

#1
Stereochemistry of epoxide ring opening .jpg
Step 1: Convert the starting alcohol into the ethyl ether (OEt).

Reagents (typical): EtI (or EtBr), base (e.g., NaH ), suitable solvent.

Outcome: ROH → ROEt (no change to the epoxide stereochemistry).
2) use carbanion from Grignard reagent to open the ring with correct sterochemistry
3) Conver alcohol so formed into desired ether by williamson's synthesis.

amimi

Thank you! Because one of the substituents, is cis-alkene, is it possible to use alkyne (HCtriplebondC-Na+) with water to form alkyne on wedge, then use H2 and lindlars catalyst to get cis-alkene?

uma

yes you can take propynide ion in place of GR and then do reduction using Lindlar's catalyst to get cis- alkene

SMF spam blocked by CleanTalk