C1-Substituted N-tert-butoxycarbonyl-5-syn-tert-butyldimethylsilyloxymethyl-2-azabicyclo[2.1.1]hexanes as conformationally constrained β-amino acid precursors

Grant R. Krow, Deepa Gandla, Kevin C. Cannon, Chuck W. Ross, Patrick J. Carroll

Research output: Contribution to journalArticlepeer-review

Abstract

Regioselective introduction and transformation of substituents at the C1 carbon of N-tert-butoxycarbonyl-5-syn-tert-butyldimethylsilyloxymethyl-2-azabicyclo[2.1.1]hexane (7) is described. These azabicycles are precursors to conformationally constrained β-amino acids with potential to form oligomers with definite secondary structures. Selected examples of these precursors are converted into their corresponding amino acid derivatives.

Original languageEnglish (US)
Pages (from-to)319-328
Number of pages10
JournalHeterocyclic Communications
Volume22
Issue number6
DOIs
StatePublished - Dec 1 2016

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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