Dynamic kinetic resolution of bis-aryl succinic anhydrides: enantioselective synthesis of densely functionalised γ-butyrolactones

Romain Claveau; Brendan Twamley; Stephen J. Connon

doi:10.1039/c8cc00609a

Dynamic kinetic resolution of bis-aryl succinic anhydrides: enantioselective synthesis of densely functionalised γ-butyrolactones

Chemical Communications ◽

10.1039/c8cc00609a ◽

2018 ◽

Vol 54 (26) ◽

pp. 3231-3234 ◽

Cited By ~ 12

Author(s):

Romain Claveau ◽

Brendan Twamley ◽

Stephen J. Connon

Keyword(s):

Kinetic Resolution ◽

Enantioselective Synthesis ◽

Dynamic Kinetic Resolution ◽

First Time

The efficient Dynamic Kinetic Resolution (DKR) of disubstituted anhydrides has been shown to be possible for the first time.

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Highly enantioselective synthesis via dynamic kinetic resolution under transfer hydrogenation using Ru(η6-arene)-N-perfluorosulfonyl-1,2-diamine catalysts: a first insight into the relationship of the ligand’s pKa and the catalyst activity

Chemical Communications ◽

10.1039/b107822b ◽

2001 ◽

pp. 2572-2573 ◽

Cited By ~ 68

Author(s):

Barbara Mohar ◽

Alain Valleix ◽

Jean-Roger Desmurs ◽

Marc Felemez ◽

Alain Wagner ◽

...

Keyword(s):

Kinetic Resolution ◽

Catalyst Activity ◽

Enantioselective Synthesis ◽

Transfer Hydrogenation ◽

Dynamic Kinetic Resolution ◽

Relationship Of ◽

The Relationship ◽

Insight Into

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Enantioselective Synthesis of Chiral Oxime Ethers: Desymmetrization and Dynamic Kinetic Resolution of Substituted Cyclohexanones

Angewandte Chemie ◽

10.1002/ange.201611602 ◽

2017 ◽

Vol 129 (9) ◽

pp. 2494-2498 ◽

Cited By ~ 2

Author(s):

Sri Krishna Nimmagadda ◽

Sharath Chandra Mallojjala ◽

Lukasz Woztas ◽

Steven E. Wheeler ◽

Jon C. Antilla

Keyword(s):

Kinetic Resolution ◽

Enantioselective Synthesis ◽

Dynamic Kinetic Resolution

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Dynamic Kinetic Resolution Based Asymmetric Transfer Hydrogenation of α-Alkoxy-β-Ketophosphonates. Diastereo- and Enantioselective Synthesis of Monoprotected 1,2-Dihydroxyphosphonates

The Journal of Organic Chemistry ◽

10.1021/jo500148j ◽

2014 ◽

Vol 79 (6) ◽

pp. 2666-2681 ◽

Cited By ~ 38

Author(s):

Se-Mi Son ◽

Hyeon-Kyu Lee

Keyword(s):

Kinetic Resolution ◽

Enantioselective Synthesis ◽

Transfer Hydrogenation ◽

Asymmetric Transfer Hydrogenation ◽

Dynamic Kinetic Resolution

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Dynamic Kinetic Resolution and Desymmetrization of Enantiotopic Groups by Cyclodehydration of Racemic or Prochiralδ-Oxoesters with (R)-Phenylglycinol: Enantioselective Synthesis of Piperidines

Angewandte Chemie ◽

10.1002/1521-3757(20020118)114:2<345::aid-ange345>3.0.co;2-i ◽

2002 ◽

Vol 114 (2) ◽

pp. 345-348 ◽

Cited By ~ 7

Author(s):

Mercedes Amat ◽

Margalida Cantó ◽

Núria Llor ◽

Viviana Ponzo ◽

Maria Pérez ◽

...

Keyword(s):

Kinetic Resolution ◽

Enantioselective Synthesis ◽

Dynamic Kinetic Resolution

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Enantioselective Synthesis of (R)-Bufuralol via Dynamic Kinetic Resolution in the Key Step

The Journal of Organic Chemistry ◽

10.1021/jo100936f ◽

2010 ◽

Vol 75 (13) ◽

pp. 4596-4599 ◽

Cited By ~ 25

Author(s):

Eric V. Johnston ◽

Krisztián Bogár ◽

Jan-E. Bäckvall

Keyword(s):

Kinetic Resolution ◽

Enantioselective Synthesis ◽

Dynamic Kinetic Resolution

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ChemInform Abstract: Enantioselective Synthesis of anti-β-Amido-α-hydroxy Esters via Asymmetric Transfer Hydrogenation Coupled with Dynamic Kinetic Resolution.

ChemInform ◽

10.1002/chin.201402050 ◽

2013 ◽

Vol 45 (2) ◽

pp. no-no

Author(s):

Marvin Villacrez ◽

Peter Somfai

Keyword(s):

Kinetic Resolution ◽

Enantioselective Synthesis ◽

Transfer Hydrogenation ◽

Asymmetric Transfer Hydrogenation ◽

Dynamic Kinetic Resolution ◽

Hydroxy Esters

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Dynamic Kinetic Resolution and Desymmetrization Processes: A Straightforward Methodology for the Enantioselective Synthesis of Piperidines.

ChemInform ◽

10.1002/chin.200706135 ◽

2007 ◽

Vol 38 (6) ◽

Author(s):

Mercedes Amat ◽

Oriol Bassas ◽

Nuria Llor ◽

Margalida Canto ◽

Maria Perez ◽

...

Keyword(s):

Kinetic Resolution ◽

Enantioselective Synthesis ◽

Dynamic Kinetic Resolution

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Enantioselective Synthesis of γ-Butyro-lactones via Dynamic Kinetic Resolution

Synfacts ◽

10.1055/s-0032-1316526 ◽

2012 ◽

Vol 8 (07) ◽

pp. 0719-0719

Keyword(s):

Kinetic Resolution ◽

Enantioselective Synthesis ◽

Dynamic Kinetic Resolution

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ChemInform Abstract: Enantioselective Synthesis of Angularly Substituted 1-Azabicyclic Ring Systems: Dynamic Kinetic Resolution Using Aza-Cope Rearrangements.

ChemInform ◽

10.1002/chin.201031125 ◽

2010 ◽

Vol 41 (31) ◽

pp. no-no

Author(s):

Tatsuya Ito ◽

Larry E. Overman ◽

Jocelyn Wang

Keyword(s):

Kinetic Resolution ◽

Enantioselective Synthesis ◽

Dynamic Kinetic Resolution ◽

Ring Systems ◽

Cope Rearrangements ◽

Substituted 1

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Chemoenzymatic dynamic kinetic resolution as a key step in the enantioselective synthesis of (S)-salbutamol

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc2011029 ◽

2011 ◽

Vol 76 (7) ◽

pp. 919-927 ◽

Cited By ~ 5

Author(s):

Annika Träff ◽

Carmen E. Solarte ◽

Jan-E. Bäckvall

Keyword(s):

Burkholderia Cepacia ◽

Kinetic Resolution ◽

Enantiomeric Excess ◽

Enantioselective Synthesis ◽

Dynamic Kinetic Resolution

The synthesis of (S)-salbutamol is described. By utilizing DKR in the enantiodetermining step, employing Burkholderia cepacia lipase (PS-IM), (S)-acetate ((S)-6) was obtained in excellent enantiomeric excess (98%). The subsequent transformations yielded the salt of (S)-salbutamol with retained stereochemistry.

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