jennyb212

Hey guys! Stuck on another one. See the image below. This one can also occur in only five steps. My thoughts: I turned the aldehyde into a secondary alcohol by adding a grignard reagent (I'm not quite sure which grignard I should be adding here), then I oxidize turning the secondary alcohol into a ketone. This is where I get stuck because I want the double bonded oxygen to move over a carbon, how do I do that? And how can I add the alkyne again in regards to this problem? Any help or input would be appreciated! Thank you so much!!

First of all, thank you so much for taking the time to respond to my question! I really appreciate it! 1) The only other C-C forming reaction that we've learned is ether synthesis and we talked about ring opening epoxides. Would either of those be helpful? Or Could I just add HBr, to get this to be an alkyl halide, and then add an alkyne, having that replace the Br, to get the product I want, or is that not how this works? 2) We haven't talked about synthesis of diols. How do I install the second reactive point on C-3? I'm sorry.

Hey everyone! I'm really struggling with these multistep synthesis problems. Any input to push me in the right direction would be greatly appreciated. For the following problems (see images below), what are the reagents to achieve this transformation. My thoughts: For the first image: It is supposed to occur in two steps and I believe it would involve a grignard because you add carbons, but I don't know if I should turn the alcohol into a ketone. And if I can just add a alkyne as part of a grignard reagent? For the second image: This is supposed to occur in five steps. I added hexavalent Cr to oxidize the alcohol, which turned it into a secondary ketone. Then I a grignard (phenyl-magnesium-bromo), but I got stuck here because I created a tertiary alcohol, which cannot be oxidized because it has no proton to grab onto, so I'm unsure of what to do next. Again, any help or push in the right direction would be appreciated! Thank you so much!!