Literature DB >> 16805528

Synthesis of cyclopropene alpha-amino acids via enantioselective desymmetrization.

Fan Zhang1, Joseph M Fox.   

Abstract

[reaction: see text] The preparation of cyclopropene alpha-amino acids via the enantioselective desymmetrization of cyclopropene bis-carboxylic acid derivatives is described. The amino acids are stable to harsh reaction conditions, and a derivative has been incorporated into a tripeptide using conventional methods for peptide synthesis.

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Year:  2006        PMID: 16805528     DOI: 10.1021/ol060847l

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  Studies on the stability of cycloprop-2-ene carboxylate dianions and reactions with electrophiles.

Authors:  Laural A Fisher; Joseph M Fox
Journal:  J Org Chem       Date:  2008-10-14       Impact factor: 4.354

2.  Efficient one-pot synthesis of 1-arylcycloprop-2-ene-1-carboxamides.

Authors:  Andrew Edwards; Michael Rubin
Journal:  Org Biomol Chem       Date:  2016-03-14       Impact factor: 3.876

3.  The Curtius rearrangement of cyclopropyl and cyclopropenoyl azides. A combined theoretical and experimental mechanistic study.

Authors:  Vinod Tarwade; Olga Dmitrenko; Robert D Bach; Joseph M Fox
Journal:  J Org Chem       Date:  2008-10-01       Impact factor: 4.354

4.  Preparation and Applications of 4-Methoxybenzyl Esters in Organic Synthesis.

Authors:  Kyle T Howard; John D Chisholm
Journal:  Org Prep Proced Int       Date:  2016-01-29       Impact factor: 1.628

5.  A photocaged, cyclopropene-containing analog of the amino acid neurotransmitter glutamate.

Authors:  Pratik Kumar; David Shukhman; Scott T Laughlin
Journal:  Tetrahedron Lett       Date:  2016-11-11       Impact factor: 2.415

  5 in total

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