SynStrategy categorizes 500+ reactions by the functional group they form. It contains 400+ total synthesis examples and is completely free for iOS and Android
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 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!
In the Reformatsky reaction, an α-halo ester is treated with zinc to form an organozinc reagent that adds to carbonyls, yielding β-hydroxy esters.
The reaction was applied in the #TotalSynthesis of (−)-Artemisinin by Giannis and co-workers.
References in thread!
The Johnson iodination converts an α,β-unsaturated carbonyl into an α-iodoenone by treating the substrate with iodine and DMAP.
This reaction has been applied in the #TotalSynthesis of (−)-Curcusone A by Mingji Dai and co-workers.
References in thread!
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 Paal-Knorr pyrrole synthesis is a condensation reaction between a 1,4-dicarbonyl and an amine to form pyrroles.
In the #TotalSynthesis of (±)-Marinopyrrole B by Clive and co-workers, the amine was added in the form of ammonium acetate.
References in thread!
The Kornblum oxidation uses DMSO and base to access aldehydes, ketones, and 1,2-dicarbonyls from alkyl or benzyl halides, or α-halo esters.
The reaction was applied by Nicolaou and co-workers @RiceUniversity in the #TotalSynthesis of (–)-Halichondrin B.
References in thread!
The Neber #rearrangement generates α-amino ketones when oxime tosylates are treated with base.
In the #TotalSynthesis of (+)-Dragmacidin F by @thestoltzgroup@CaltechCCE , the resulting α-amino ketone was elaborated into an aminoimidazole.
References in thread!
The Rosenmund-von Braun reaction couples aryl halides with stoichiometric amounts of CuCN to access aryl nitriles.
Fenical and co-workers @UCSanDiego installed the nitrile and converted it into an amide in the #TotalSynthesis of Ammosamide B.
References in thread!
The Bischler-Napieralski reaction converts amides with a pendant arene into dihydroisoquinolines using POCl3 or P2O5.
With an indole, dihydro-β-carbolines form, as Woodward & co-workers @HarvardCCB showed in their iconic #TotalSynthesis of (±)-Reserpine.
References in thread!