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Top Curr Chem. 2016;372:157-201. doi: 10.1007/128_2015_653.

Site-Selective Reactions with Peptide-Based Catalysts.

Author information

1
Department of Chemistry, Yale University, 225 Prospect Street, New Haven, CT, 06520-8107, USA.
2
Department of Chemistry, Yale University, 225 Prospect Street, New Haven, CT, 06520-8107, USA. scott.miller@yale.edu.

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

PMID:
26307403
DOI:
10.1007/128_2015_653
[Indexed for MEDLINE]

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