I have a new BFF. Meet this mother of an ate-complex:
Recipe inhere: J. Org. Chem. 2007, 72, 5113-5118. (DOI: 10.1021/jo070643y)
The structure looks scary, but its preparation is quite straightforward, actually.
My new friend was able to ortho-lithiate an ‘impossible’ starting material and allowed me to introduce an electophile in a pretty weird position, in the presence of pretty labile functional groups. On a several gram scale and with a good isolated yield too.
Yeah, t-Bu2(LiTMP)Zn is officially a dear friend of me, alright. Try her too if you get the chance! She’s now up there with Oshima’s magic ate-complexes, Schlosser’s superbases and Knochel’s Turbo-Grignards.