We know that Sodium alkynides react with aldehydes and ketones like Grignard reagents. But do they behave the same way with esters?

  • $\begingroup$ I no longer have Scifinder access but I can find very few references to the alkynation of esters and the few possible refer to lithium alkynides. $\endgroup$ – Waylander Sep 19 '18 at 9:26
  • $\begingroup$ Okay, I guess they dont. $\endgroup$ – Sharv Laad Sep 21 '18 at 4:47
  • $\begingroup$ I don't see why they would not, but they just don't appear to have been used. $\endgroup$ – Waylander Sep 21 '18 at 7:30
  • $\begingroup$ I'm not sure though. Grignard reagents are way stronger right? $\endgroup$ – Sharv Laad Sep 21 '18 at 10:39
  • $\begingroup$ I don't know about way stronger. I would not use sodium acetylide in ethyl acetate. $\endgroup$ – Waylander Sep 21 '18 at 11:03

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