Literature DB >> 18704201

A new constrained proline analogue with an 8-azabicyclo[3.2.1]octane skeleton.

Diego Casabona1, Ana I Jiménez, Carlos Cativiela.   

Abstract

A straightforward synthesis of 8-azabicyclo[3.2.1]octane-1-carboxylic acid, a new proline analogue with a bicyclic structure, is described. The procedure makes use of readily available starting materials and involves simple, high-yielding transformations.

Entities:  

Year:  2007        PMID： 18704201      PMCID： PMC2515930          DOI： 10.1016/j.tet.2007.03.115

Source DB:  PubMed          Journal:  Tetrahedron        ISSN： 0040-4020            Impact factor:   2.457


  25 in total

Review 1.  The hunchback and its neighbours: proline as an environmental modulator.

Authors:  H Reiersen; A R Rees
Journal:  Trends Biochem Sci       Date:  2001-11       Impact factor: 13.807

Review 2.  Control of peptide conformation by the Thorpe-Ingold effect (C alpha-tetrasubstitution).

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Review 3.  Constrained peptides: models of bioactive peptides and protein substructures.

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Review 4.  Exploring Ramachandran and chi space: conformationally constrained amino acids and peptides in the design of bioactive polypeptide ligands.

Authors:  S M Cowell; Y S Lee; J P Cain; V J Hruby
Journal:  Curr Med Chem       Date:  2004-11       Impact factor: 4.530

5.  New Gly-Pro-Glu (GPE) analogues: expedite solid-phase synthesis and biological activity.

Authors:  Sergio A Alonso De Diego; Marta Gutiérrez-Rodríguez; M Jesús Pérez de Vega; Diego Casabona; Carlos Cativiela; Rosario González-Muñiz; Rosario Herranz; Edurne Cenarruzabeitia; Diana Frechilla; Joaquín Del Río; M Luisa Jimeno; M Teresa García-López
Journal:  Bioorg Med Chem Lett       Date:  2006-03-01       Impact factor: 2.823

6.  Design of peptides, proteins, and peptidomimetics in chi space.

Authors:  V J Hruby; G Li; C Haskell-Luevano; M Shenderovich
Journal:  Biopolymers       Date:  1997       Impact factor: 2.505

7.  Unusually high pyramidal geometry of the bicyclic amide nitrogen in a complex 7-azabicyclo[2.2.1]heptane derivative: Theoretical analysis using a bottom-up strategy.

Authors:  Carlos Alemán; Ana I Jiménez; Carlos Cativiela; Juan J Pérez; Jordi Casanovas
Journal:  J Phys Chem B       Date:  2005-06-16       Impact factor: 2.991

8.  Straightforward synthesis of (S)- and (R)-alpha-trifluoromethyl proline from chiral oxazolidines derived from ethyl trifluoropyruvate.

Authors:  Grégory Chaume; Marie-Céline Van Severen; Sinisa Marinkovic; Thierry Brigaud
Journal:  Org Lett       Date:  2006-12-21       Impact factor: 6.005

9.  Incorporation of Ahc into model dipeptides as an inducer of a beta-turn with a distorted amide bond. Conformational analysis.

Authors:  Alberto Avenoza; Jesús H Busto; Jesús M Peregrina; Fernando Rodríguez
Journal:  J Org Chem       Date:  2002-06-14       Impact factor: 4.354

10.  Catalytic asymmetric [3+2] cycloaddition of azomethine ylides. Development of a versatile stepwise, three-component reaction for diversity-oriented synthesis.

Authors:  Chuo Chen; Xiaodong Li; Stuart L Schreiber
Journal:  J Am Chem Soc       Date:  2003-08-27       Impact factor: 15.419
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Review 1.  Acyclic Twisted Amides.

Authors:  Guangrong Meng; Jin Zhang; Michal Szostak
Journal:  Chem Rev       Date:  2021-08-18       Impact factor: 72.087
  1 in total

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