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Literature DB >> 22777868

Screening rhodium metallopeptide libraries "on bead": asymmetric cyclopropanation and a solution to the enantiomer problem.

Abstract

Searching with a beady eye: A high-throughput, on-bead screen of rhodium metallopeptide catalysts was developed in a 96-well format for asymmetric cyclopropanation. Different sequences of natural L-amino acids have been identified that produce opposite product enantiomers. In addition to styrene derivatives, high enantioselectivity is observed for vinyl ether and vinyl amine derivatives.

Entities: Chemical

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Year: 2012 PMID： 22777868 DOI： 10.1002/anie.201202512

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

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Cited

7 in total

Review 1. Protein design: toward functional metalloenzymes.

Authors: Fangting Yu; Virginia M Cangelosi; Melissa L Zastrow; Matteo Tegoni; Jefferson S Plegaria; Alison G Tebo; Catherine S Mocny; Leela Ruckthong; Hira Qayyum; Vincent L Pecoraro
Journal: Chem Rev Date: 2014-03-24 Impact factor: 60.622

2. Catalytic Enantio- and Diastereoselective Cyclopropanation of 2-Azadienes for the Synthesis of Aminocyclopropanes Bearing Quaternary Carbon Stereogenic Centers.

Authors: Xinxin Shao; Steven J Malcolmson
Journal: Org Lett Date: 2019-08-29 Impact factor: 6.005

Screening rhodium metallopeptide libraries "on bead": asymmetric cyclopropanation and a solution to the enantiomer problem.

Review 1. Protein design: toward functional metalloenzymes.

2. Catalytic Enantio- and Diastereoselective Cyclopropanation of 2-Azadienes for the Synthesis of Aminocyclopropanes Bearing Quaternary Carbon Stereogenic Centers.

Review 3. Asymmetric Catalysis Mediated by Synthetic Peptides, Version 2.0: Expansion of Scope and Mechanisms.

4. Rh(iii)-catalyzed regioselective intermolecular N-methylene Csp³-H bond carbenoid insertion.

5. Enantioselective Intermolecular C-H Amination Directed by a Chiral Cation.

6. A Bottom Up Approach Towards Artificial Oxygenases by Combining Iron Coordination Complexes and Peptides.

7. Blue light-promoted photolysis of aryldiazoacetates.

Screening rhodium metallopeptide libraries "on bead": asymmetric cyclopropanation and a solution to the enantiomer problem.

Review 1. Protein design: toward functional metalloenzymes.

2. Catalytic Enantio- and Diastereoselective Cyclopropanation of 2-Azadienes for the Synthesis of Aminocyclopropanes Bearing Quaternary Carbon Stereogenic Centers.

Review 3. Asymmetric Catalysis Mediated by Synthetic Peptides, Version 2.0: Expansion of Scope and Mechanisms.

4. Rh(iii)-catalyzed regioselective intermolecular N-methylene Csp3-H bond carbenoid insertion.

5. Enantioselective Intermolecular C-H Amination Directed by a Chiral Cation.

6. A Bottom Up Approach Towards Artificial Oxygenases by Combining Iron Coordination Complexes and Peptides.

7. Blue light-promoted photolysis of aryldiazoacetates.

4. Rh(iii)-catalyzed regioselective intermolecular N-methylene Csp³-H bond carbenoid insertion.