Literature DB >> 26034332

Triethysilyl Enol Ethers in the Synthesis of Carbapenem Precursors.

Thu Q Nguyen1, Weirui Chai1, Jane Gu2, Katie Cook3, Eugene Kim1, Sam Goetz1, Zach Farni1, Monica Chepuru4, Melina Cox1, Pauline Nguyen1, Hashim Raja1, Patrick Magistrado1, Faith Michael1, Peter Oelschlaeger5, John D Buynak6.   

Abstract

A diastereoselective process for the formation of intermediates suitable for the preparation of C1 substituted carbapenems was developed. The process is readily scalable and does not involve organometallics or strong bases such as LDA.

Entities:  

Keywords:  Antibiotic; Carbapenem; Lewis acid; silyl enol ether; β-Lactam

Year:  2015        PMID: 26034332      PMCID: PMC4448756          DOI: 10.1016/j.tetlet.2015.01.025

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN: 0040-4039            Impact factor:   2.415


  11 in total

1.  The First Catalytic, Diastereoselective, and Enantioselective Crossed-Aldol Reactions of Aldehydes We are grateful to the National Science Foundation for generous financial support (NSF CHE 9803124).

Authors:  Scott E. Denmark; Sunil K. Ghosh
Journal:  Angew Chem Int Ed Engl       Date:  2001-12-17       Impact factor: 15.336

2.  Rapid and stereochemically flexible synthesis of polypropionates: super-silyl-governed aldol cascades.

Authors:  Patrick B Brady; Hisashi Yamamoto
Journal:  Angew Chem Int Ed Engl       Date:  2012-01-17       Impact factor: 15.336

Review 3.  Rapid evolution and spread of carbapenemases among Enterobacteriaceae in Europe.

Authors:  R Cantón; M Akóva; Y Carmeli; C G Giske; Y Glupczynski; M Gniadkowski; D M Livermore; V Miriagou; T Naas; G M Rossolini; Ø Samuelsen; H Seifert; N Woodford; P Nordmann
Journal:  Clin Microbiol Infect       Date:  2012-05       Impact factor: 8.067

4.  An enantioselective total synthesis of helioporins C and E.

Authors:  Wibke Lölsberg; Susen Werle; Jörg-Martin Neudörfl; Hans-Günther Schmalz
Journal:  Org Lett       Date:  2012-11-13       Impact factor: 6.005

Review 5.  Carbapenem-resistant Enterobacteriaceae: a review of treatment and outcomes.

Authors:  David van Duin; Keith S Kaye; Elizabeth A Neuner; Robert A Bonomo
Journal:  Diagn Microbiol Infect Dis       Date:  2013-01-03       Impact factor: 2.803

Review 6.  Current status of carbapenem antibiotics.

Authors:  Mohammed I El-Gamal; Chang-Hyun Oh
Journal:  Curr Top Med Chem       Date:  2010       Impact factor: 3.295

Review 7.  The rise of carbapenem-resistant Acinetobacter baumannii.

Authors:  Benjamin A Evans; Ahmed Hamouda; Sebastian G B Amyes
Journal:  Curr Pharm Des       Date:  2013       Impact factor: 3.116

Review 8.  Carbapenems: past, present, and future.

Authors:  Krisztina M Papp-Wallace; Andrea Endimiani; Magdalena A Taracila; Robert A Bonomo
Journal:  Antimicrob Agents Chemother       Date:  2011-08-22       Impact factor: 5.191

Review 9.  Carbapenem resistance in Enterobacteriaceae: here is the storm!

Authors:  Patrice Nordmann; Laurent Dortet; Laurent Poirel
Journal:  Trends Mol Med       Date:  2012-04-03       Impact factor: 11.951

Review 10.  Carbapenemases in Klebsiella pneumoniae and other Enterobacteriaceae: an evolving crisis of global dimensions.

Authors:  L S Tzouvelekis; A Markogiannakis; M Psichogiou; P T Tassios; G L Daikos
Journal:  Clin Microbiol Rev       Date:  2012-10       Impact factor: 26.132

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  1 in total

1.  Functionalizing the γ-Position of α-Diazo-β-ketoesters.

Authors:  Thu Q Nguyen; Maha Alqurafi; Cash Edwards; Pauline Nguyen; Jean Kim; Samuel Casco; Maricka Bennet; Christopher Chiang; Maureen Lohry; Melina Cox; Byron Meshram; Duyen Le; Eugene Kim; Snigdha Smriti; Peter Oelschlaeger; John D Buynak
Journal:  Tetrahedron Lett       Date:  2016-06-16       Impact factor: 2.415

  1 in total

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