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. Author manuscript; available in PMC: 2017 Oct 4.
Published in final edited form as: Angew Chem Int Ed Engl. 2016 Jun 22;55(41):12596–12624. doi: 10.1002/anie.201600547

Scheme 28.

Scheme 28

(A) Phosphoramide-catalyzed etherification of allylic alcohols, with (B) a stereochemical model of the carbocationic intermediate en route to major product 112. The red dotted line represents a cation–π interaction. The blue dotted line represents a hydrogen bond. The cyclohexyl rings of catalyst 110 are omitted for clarity. Adapted with permission from ref 93. Copyright 2011 American Chemical Society.