Abstract

Mesoporous silica has been used as a heterogeneous support for catalysts; however, asymmetric induction by the helicity of inorganic mesoporous silica itself has not yet been achieved. P- and M-helical mesoporous silica was found to act as a chiral inorganic trigger for asymmetric autocatalysis to afford (S) and (R)-pyrimidyl alkanol with >99.5% ee, respectively.

Highlights

  • Helical mesoporous silica as an inorganic heterogeneous chiral trigger for asymmetric autocatalysis with amplification of enantiomeric excess†

  • P- and M-helical mesoporous silica was found to act as a chiral inorganic trigger for asymmetric autocatalysis to afford (S) and (R)-pyrimidyl alkanol with 499.5% ee, respectively

  • From an environmental and economic point of view, asymmetric synthesis using heterogeneous inorganic materials is an emerging area, because these catalysts can be separated from the reaction mixture and their thermal and mechanical stability allows for the recovery and reuse of the catalyst.[2,3]

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Summary

Introduction

Helical mesoporous silica as an inorganic heterogeneous chiral trigger for asymmetric autocatalysis with amplification of enantiomeric excess†. P- and M-helical mesoporous silica was found to act as a chiral inorganic trigger for asymmetric autocatalysis to afford (S) and (R)-pyrimidyl alkanol with 499.5% ee, respectively. There are some examples of chiral catalyst supported on achiral mesoporous silica.[6] to the best of our knowledge, there has been no report on asymmetric reaction induced by the chirality of inorganic helical mesoporous silica itself.

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