Literature DB >> 24105928

Synthesis of vicinal aminoalcohols by stereoselective aza-Wacker cyclizations: access to (-)-acosamine by redox relay.

Adam B Weinstein1, David P Schuman, Zhi Xu Tan, Shannon S Stahl.   

Abstract

Entities:  

Keywords:  amination; oxidation; palladium; stereoselectivity; synthetic methods

Mesh:

Substances:

Year:  2013        PMID: 24105928      PMCID: PMC3943752          DOI: 10.1002/anie.201305926

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


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  28 in total

1.  Synthesis and antitumor properties of new glycosides of daunomycinone and adriamycinone.

Authors:  F Arcamone; S Penco; A Vigevani; S Redaelli; G Franchi; A DiMarco; A M Casazza; T Dasdia; F Formelli; A Necco; C Soranzo
Journal:  J Med Chem       Date:  1975-07       Impact factor: 7.446

2.  Construction of tetrahydrofurans by PdII/PdIV-catalyzed aminooxygenation of alkenes.

Authors:  Lopa V Desai; Melanie S Sanford
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

3.  Probing the role of the mycosamine C2'-OH on the activity of amphotericin B.

Authors:  Mitchell P Croatt; Erick M Carreira
Journal:  Org Lett       Date:  2011-02-15       Impact factor: 6.005

4.  Highly regioselective Pd-catalyzed intermolecular aminoacetoxylation of alkenes and evidence for cis-aminopalladation and S(N)2 C-O bond formation.

Authors:  Guosheng Liu; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2006-06-07       Impact factor: 15.419

5.  Palladium(II)-catalyzed highly regio- and diastereoselective cyclization of difunctional allylic N-tosylcarbamates. A convenient synthesis of optically active 4-vinyl-2-oxazolidinones and total synthesis of 1,4-dideoxy-1,4-imino-L-xylitol.

Authors:  Aiwen Lei; Guosheng Liu; Xiyan Lu
Journal:  J Org Chem       Date:  2002-02-08       Impact factor: 4.354

6.  Palladium-catalyzed ring-forming aminoacetoxylation of alkenes.

Authors:  Erik J Alexanian; Chulbom Lee; Erik J Sorensen
Journal:  J Am Chem Soc       Date:  2005-06-01       Impact factor: 15.419

7.  Characterization of DMSO coordination to palladium(II) in solution and insights into the aerobic oxidation catalyst, Pd(DMSO)2(TFA)2.

Authors:  Tianning Diao; Paul White; Ilia Guzei; Shannon S Stahl
Journal:  Inorg Chem       Date:  2012-10-23       Impact factor: 5.165

8.  Metal-free highly regioselective aminotrifluoroacetoxylation of alkenes.

Authors:  Helena M Lovick; Forrest E Michael
Journal:  J Am Chem Soc       Date:  2010-02-03       Impact factor: 15.419

9.  C2'-OH of amphotericin B plays an important role in binding the primary sterol of human cells but not yeast cells.

Authors:  Brandon C Wilcock; Matthew M Endo; Brice E Uno; Martin D Burke
Journal:  J Am Chem Soc       Date:  2013-06-03       Impact factor: 15.419

10.  Copper catalyzed enantioselective intramolecular aminooxygenation of alkenes.

Authors:  Peter H Fuller; Jin-Woo Kim; Sherry R Chemler
Journal:  J Am Chem Soc       Date:  2008-12-31       Impact factor: 15.419

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  6 in total

1.  Relative reactivity of alkenyl alcohols in the palladium-catalyzed redox-relay Heck reaction.

Authors:  Margaret J Hilton; Bin Cheng; Benjamin R Buckley; Liping Xu; Olaf Wiest; Matthew S Sigman
Journal:  Tetrahedron       Date:  2015-09-16       Impact factor: 2.457

2.  The syn/anti-dichotomy in the palladium-catalyzed addition of nucleophiles to alkenes.

Authors:  Pavel Kočovský; Jan-E Bäckvall
Journal:  Chemistry       Date:  2014-11-05       Impact factor: 5.236

Review 3.  In situ tether formation from amines and alcohols enabling highly selective Tsuji-Trost allylation and olefin functionalization.

Authors:  Ugo Orcel; Jérôme Waser
Journal:  Chem Sci       Date:  2016-11-10       Impact factor: 9.825

Review 4.  Electrifying Organic Synthesis.

Authors:  Anton Wiebe; Tile Gieshoff; Sabine Möhle; Eduardo Rodrigo; Michael Zirbes; Siegfried R Waldvogel
Journal:  Angew Chem Int Ed Engl       Date:  2018-03-07       Impact factor: 15.336

5.  Iron(II)-catalyzed intermolecular amino-oxygenation of olefins through the N-O bond cleavage of functionalized hydroxylamines.

Authors:  Deng-Fu Lu; Cheng-Liang Zhu; Zhen-Xin Jia; Hao Xu
Journal:  J Am Chem Soc       Date:  2014-09-16       Impact factor: 15.419

6.  Enzymatic synthesis of chiral amino-alcohols by coupling transketolase and transaminase-catalyzed reactions in a cascading continuous-flow microreactor system.

Authors:  Pia Gruber; Filipe Carvalho; Marco P C Marques; Brian O'Sullivan; Fabiana Subrizi; Dragana Dobrijevic; John Ward; Helen C Hailes; Pedro Fernandes; Roland Wohlgemuth; Frank Baganz; Nicolas Szita
Journal:  Biotechnol Bioeng       Date:  2017-11-09       Impact factor: 4.530

  6 in total

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