Nicolaou. ACIEE, 2006, Early View. DOI: 10.1002/anie.200604656.
Nope, it’s not done yet (slackers…), but there’s a very interesting KCN penned piece in Angewandte this week as an essay on the structure of Maitotoxin. It’s certainly been an intimidating challenge for the synthetic community for sometime, but with a molecular weight of 3422 g-1mol, LD50 of 50ng (yes, nanograms… I read a paper that states “a gram of maitotoxin can kill
approximately half a billion mice”), and nearly 100 stereocentres, it’s going to take some doing. Interestingly, there may be a flaw in the original Kishi assignment of stereochemistry, and it’s the Rychnovsky method to the rescue again… using 13C NMR prediction to determine structure. What follows is an stimulating discussion.