Jason Perman - The highly enantioselective addition of indoles to N-acyl imines with use of a chiral phosphoric acid catalyst

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      Publication Details (including relevant citation   information):

      Gerald B. Rowland, Emily B. Rowland, Yuxue Liang, Jason A. Perman   and Jon C. Antilla

      Abstract:

      The highly enantioselective organocatalytic addition of N-benzyl   indoles  to N-acyl imines is reported. A total of 15   examples with product yield  ranging from 89% to 99% and   enantioselectivities from 90% to 97% are  presented. A   chiral phosphoric acid catalyst derived from a hindered    binol derivative was employed most effectively in the   reaction.  Attractive features of the reaction include   desirable catalyst loadings,  good reactivity, generality of   substrates, and easily removable groups  from both nitrogen   atoms.

      Address (URL): http://pubs.acs.org/doi/full/10.1021/ol0703579