Chapter

Site-Selective Catalysis

Volume 372 of the series Topics in Current Chemistry pp 157-201

Date:

Site-Selective Reactions with Peptide-Based Catalysts

  • Michael W. GiulianoAffiliated withDepartment of Chemistry, Yale University
  • , Scott J. MillerAffiliated withDepartment of Chemistry, Yale University Email author 

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Abstract

The problem of catalyst-controlled site-selectivity can potentially require a catalyst to overcome energetic barriers larger than those associated with enantioselective reactions. This challenge is a signature of substrates that present reactive sites that are not of equivalent reactivity. Herein we present a narrative of our laboratory’s efforts to overcome this challenge using peptide-based catalysts. We highlight the interplay between understanding the inherent reactivity preferences of a given target molecule and the development of catalysts that can overcome intrinsic preferences embedded within a substrate.

Keywords

Asymmetric synthesis Catalysis Natural products Peptides Site-selective reactions