SynStrategy

With the new semester, we released an update for @SynStrategy!

We added mechanisms, beginning with some oxidation reactions. Building on our quiz & flashcard features, a new statistics tab lets you track completed quizzes and top-searched reactions.

Free on iOS & Android!

The Nierenstein reaction converts acyl chlorides into α-chloroketones using diazomethane. The presence of HCl prevents a competing Wolff rearrangement.

The reaction has been applied in the #TotalSynthesis of (-)-Dysibetaine by Kobayashi and co-workers.
References in thread!

The Finkelstein reaction converts alkyl halides or sulfonates into other halides via an SN2 exchange with corresponding halide salts.
Overman & co-workers exchanged an -OMs for a chloride using LiCl in the #TotalSynthesis of (-)-Strychnine @UCIChemistry

References in thread!

The Hofmann elimination generates alkenes from quaternary ammonium salts when treated with base, expelling an amine.

The reaction has been applied in the #TotalSynthesis of (-)-Quinine by Woodward and co-workers @HarvardCCB to generate a terminal alkene.
References in thread!

In the DeMayo reaction, the enol of a 1,3-dicarbonyl and an alkene undergo [2+2] cycloaddition. Retro-aldol of the resulting cyclobutanol yields a 1,5-dicarbonyl.

This has been applied in the #TotalSynthesis of (±)-Longifolene by Oppolzer & co-workers.
References in thread!