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The Organocatalytic Asymmetric Prins Cyclization
Authors:Dr Gavin Chit Tsui  Luping Liu  Prof Dr Benjamin List
Institution:Max‐Planck‐Institut für Kohlenforschung, Kaiser‐Wilhelm‐Platz 1, 45470 Mülheim an der Ruhr (Germany)
Abstract:We describe here the design and development of an organocatalytic Prins cyclization. In the presence of a confined chiral imidodiphosphoric acid catalyst, salicylaldehydes react with 3‐methyl‐3‐buten‐1‐ol to afford highly functionalized 4‐methylenetetrahydropyrans in excellent regio‐ and enantioselectivity. The extreme steric demand of the acid catalyst is key for the success of this transformation.
Keywords:asymmetric catalysis  Brø  nsted acids  organocatalysis  Prins cyclization  tetrahydropyrans
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