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November 23, 2004
Since I mentioned the other day that I've never done an ozonolysis reactions, I thought I should come clean about some other classic reactions that I've never had the need to perform: I've never run a real aldol reaction, for one. That's partly because I did a lot of carbohydrate-based synthesis early in my career, so I already had all the aldol-like products I needed. Now, I've run a few retro-aldol reactions, but none of them deliberately, I'm sad to report. They just up and happened, and at unfortunate times.
I've never run a diazotization (Sandmeyer) reaction. I've nothing against them (well, except on large scale, maybe), but I've never quite needed one. I've never used selenium for anything. I've never made diazomethane (although I've used someone else's, parasite that I am.) Nor have I ever done a Fischer indole synthesis, a Skraup reaction, or a Nazarov cyclization. They've waited this long; they can wait some more.
I've never done an olefin metathesis reaction, which means that the trend started without me and will leave without me. I've yet to use samarium iodide for anything, although it's been close a few times. The Hell-Vollhardt-Zhelinsky reaction has passed me by, as has the Oppenauer oxidation, the Wacker oxidation, and doubtless several others.
What have I done? Most of the remaining famous ones, as far as I can tell. Sometime I'll unleash a list of the more obscure ones that I've run (Shapiro reaction, anyone?), and we'll have a name-reaction fiesta.
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