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23 Sep 21:28

Switchable selectivity in an NHC-catalysed dearomatizing annulation reaction

by Chang Guo

Nature Chemistry 7, 842 (2015). doi:10.1038/nchem.2337

Authors: Chang Guo, Mirco Fleige, Daniel Janssen-Müller, Constantin G. Daniliuc & Frank Glorius

Catalysis with N-heterocyclic carbenes produces diverse outcomes depending on which of the many possible reaction mechanisms dominates. Control of this reactivity within a single reaction type has rarely been demonstrated. Now, starting from identical substrates, a switchable catalytic activation is shown to afford different products with high regio- and stereoselectivity.

15 Nov 10:16

Building Up Quarternary Stereocenters of Chromans by Asymmetric Redox Organocatalysis: A New Entry to Vitamin E

by Thomas Netscher
Thumbnail image of graphical abstract

High-turnover catalysis offers a novel concept for the efficient chemo- and enantioselective preparation of chroman intermediates, which are useful for the synthesis of tocopherols (vitamin E components) and other biologically active compounds. A chiral ammonium iodide catalyst mediates the cycloetherification in combination with a cooxidant and an inorganic base in excellent yield and up to 93 % ee. OTs=para-toluenesulfonyl.