Literature DB >> 15524450

Stereochemical control of the Passerini reaction.

Peter R Andreana1, Chang C Liu, Stuart L Schreiber.   

Abstract

A catalytic asymmetric Passerini reaction using tridentate indan (pybox) Cu(II) Lewis acid complex 4 with substrates capable of bidentate coordination has been achieved. The reaction occurs via ligand-accelerated catalysis.

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Year:  2004        PMID： 15524450      PMCID： PMC4134661          DOI： 10.1021/ol0482893

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


  14 in total

Review 1.  Target-oriented and diversity-oriented organic synthesis in drug discovery.

Authors:  S L Schreiber
Journal:  Science       Date:  2000-03-17       Impact factor: 47.728

2.  Stereoselective Combinatorial Ugi-Multicomponent Synthesis on Solid Phase This work was supported by the Deutsche Forschungsgemeinschaft and by the Fonds der Chemischen Industrie.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-04       Impact factor: 15.336

3.  Maximizing synthetic efficiency: multi-component transformations lead the way

Authors: 
Journal:  Chemistry       Date:  2000-09-15       Impact factor: 5.236

4.  Asymmetric Catalysis in Diversity-Oriented Organic Synthesis: Enantioselective Synthesis of 4320 Encoded and Spatially Segregated Dihydropyrancarboxamides We thank the National Institute of General Medical Sciences (GM-52067) for support of this research, and Dr. John Tallarico and Max Narovlyansky at the ICCB for generously providing resin for the library synthesis. We thank Dr. Helen Blackwell and Lucy Pérez for expert help with library encoding. We are grateful to Prof. Eric Jacobsen and Prof. Scott Denmark for the use of their chiral stationary phase high pressure liquid chromatograph and supercritical fluid chromatograph, respectively. The Harvard ICCB is supported by Merck & Co., Merck KGaA, the Keck Foundation, and the National Cancer Institute. R.A.S. is a Research Associate and S.L.S. is an Investigator with the Howard Hughes Medical Institute at the Department of Chemistry and Chemical Biology, Harvard University.

Authors:  Robert A. Stavenger; Stuart L. Schreiber
Journal:  Angew Chem Int Ed Engl       Date:  2001-09-17       Impact factor: 15.336

5.  Multicomponent Reactions with Isocyanides.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-09-15       Impact factor: 15.336

6.  Generating diverse skeletons of small molecules combinatorially.

Authors:  Martin D Burke; Eric M Berger; Stuart L Schreiber
Journal:  Science       Date:  2003-10-24       Impact factor: 47.728

7.  Stereochemical control of skeletal diversity.

Authors:  Jason K Sello; Peter R Andreana; Daesung Lee; Stuart L Schreiber
Journal:  Org Lett       Date:  2003-10-30       Impact factor: 6.005

8.  Multicomponent reactions are accelerated in water.

Authors:  Michael C Pirrung; Koushik Das Sarma
Journal:  J Am Chem Soc       Date:  2004-01-21       Impact factor: 15.419

9.  [The reaction of (S)-alpha-phenylethylamine and isobuteraldehyde with benzoic acid and tert-butyl-isocyanide as model reactions for stereoselective peptide-synthesis intermediate. Four component condensations].

Authors:  I Ugi; K Offermann; H Herlinger; D Marquarding
Journal:  Justus Liebigs Ann Chem       Date:  1967

10.  Massive parallel catalyst screening: toward asymmetric MCRs.

Authors:  Ulrike Kusebauch; Barbara Beck; Kim Messer; Eberhardt Herdtweck; Alexander Dömling
Journal:  Org Lett       Date:  2003-10-30       Impact factor: 6.005
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  14 in total

Review 1.  Chemistry and biology of multicomponent reactions.

Authors:  Alexander Dömling; Wei Wang; Kan Wang
Journal:  Chem Rev       Date:  2012-03-22       Impact factor: 60.622

Review 2.  The Catalytic Enantioselective Ugi Four-Component Reactions.

Authors:  Shabnam Shaabani; Alexander Dömling
Journal:  Angew Chem Int Ed Engl       Date:  2018-11-15       Impact factor: 15.336

3.  Three-component asymmetric catalytic Ugi reaction--concinnity from diversity by substrate-mediated catalyst assembly.

Authors:  Wenjun Zhao; Li Huang; Yong Guan; William D Wulff
Journal:  Angew Chem Int Ed Engl       Date:  2014-02-19       Impact factor: 15.336

4.  Enantioselective synthesis of α-oxy amides via Umpolung amide synthesis.

Authors:  Matthew W Leighty; Bo Shen; Jeffrey N Johnston
Journal:  J Am Chem Soc       Date:  2012-09-11       Impact factor: 15.419

5.  Studies on the chemistry and reactivity of alpha-substituted ketones in isonitrile-based multicomponent reactions.

Authors:  Lijun Fan; Ashley M Adams; Jason G Polisar; Bruce Ganem
Journal:  J Org Chem       Date:  2008-12-19       Impact factor: 4.354

6.  Identification of novel epoxide inhibitors of hepatitis C virus replication using a high-throughput screen.

Authors:  Lee F Peng; Sun Suk Kim; Sirinya Matchacheep; Xiaoguang Lei; Shun Su; Wenyu Lin; Weerawat Runguphan; Won-Hyeok Choe; Naoya Sakamoto; Masanori Ikeda; Nobuyuki Kato; Aaron B Beeler; John A Porco; Stuart L Schreiber; Raymond T Chung
Journal:  Antimicrob Agents Chemother       Date:  2007-08-06       Impact factor: 5.191

7.  Asymmetric synthesis of diverse glycolic acid scaffolds via dynamic kinetic resolution of α-keto esters.

Authors:  Kimberly M Steward; Michael T Corbett; C Guy Goodman; Jeffrey S Johnson
Journal:  J Am Chem Soc       Date:  2012-11-27       Impact factor: 15.419

8.  Enantioselective organocatalytic Hantzsch synthesis of polyhydroquinolines.

Authors:  Christopher G Evans; Jason E Gestwicki
Journal:  Org Lett       Date:  2009-07-16       Impact factor: 6.005

9.  Zeolite catalyzed solvent-free one-pot synthesis of dihydropyrimidin-2(1H)-ones--a practical synthesis of monastrol.

Authors:  Mukund G Kulkarni; Sanjay W Chavhan; Mahadev P Shinde; Dnyaneshwar D Gaikwad; Ajit S Borhade; Attrimuni P Dhondge; Yunnus B Shaikh; Vijay B Ningdale; Mayur P Desai; Deekshaputra R Birhade
Journal:  Beilstein J Org Chem       Date:  2009-02-04       Impact factor: 2.883

Review 10.  Isocyanide-Based Multicomponent Reactions for the Synthesis of Heterocycles.

Authors:  András Váradi; Travis C Palmer; Rebecca Notis Dardashti; Susruta Majumdar
Journal:  Molecules       Date:  2015-12-23       Impact factor: 4.411
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