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Guest Post, Still In The RBF »

[29 Jul 2011 | 10 Comments | 14,882 views]
Trigonoliimines A-C

Guest Blogger: See-Arr-Oh
Han and Movassaghi, JACS 2011, 10768-10771. DOI: 10.1021/ja204597k ; Qi, Bao, and Tambar, JACS 2011, 10050-10053. DOI: 10.1021/ja203960b .
It’s not too often JACS publishes total syntheses anymore, since their role as a general chemistry journal means every newly built molecule competes against quantum dots, in silico simulations,  or new battery materials. So you can imagine my utter shock and delight at finding not one, but two almost back-to-back syntheses in the past month!  First, the Porco / Ready combination of Kibdelone C, followed closely by two syntheses …

Still In The RBF »

[2 Jul 2011 | 23 Comments | 20,067 views]
Loline

Trauner, Cakmak, Mayer. Nat. Chem., 2011, 3, 543. DOI: 10.1038/nchem.1072
Simple tricyclic morpholine derivative with four stereocenters. Can’t take that much effort, can it? Well, yes it can – and it’s amazing how tricky this little beastie is! Trauner explains in the informative introduction that only one successful synthesis has been completed – taking twenty steps to get to the racemic target. Clearly that leaves the team in Germany with a lot of room for improvement.

The team made the first intermediate in the scheme …