Literature DB >> 16774265

Efficient method for selective introduction of substituents as C5 of isoleucine and other alpha-amino acids.

Leleti Rajender Reddy1, B V Subba Reddy, E J Corey.   

Abstract

[reaction: see text] A useful process for the position-selective remote bromination of N-trifluoroacetyl-alpha-amino esters is illustrated for the isoleucine case. The 5-bromoisoleucine derivative shown above can be used for the synthesis of many modified amino acids, as described herein.

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Year:  2006        PMID： 16774265     DOI： 10.1021/ol060952v

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


  16 in total

1.  Merging Photochemistry with Electrochemistry: Functional-Group Tolerant Electrochemical Amination of C(sp3 )-H Bonds.

Authors:  Fei Wang; Shannon S Stahl
Journal:  Angew Chem Int Ed Engl       Date:  2019-03-14       Impact factor: 15.336

2.  Identifying Amidyl Radicals for Intermolecular C-H Functionalizations.

Authors:  Matthew M Tierney; Stefano Crespi; Davide Ravelli; Erik J Alexanian
Journal:  J Org Chem       Date:  2019-09-06       Impact factor: 4.354

3.  Harnessing the biocatalytic potential of iron- and α-ketoglutarate-dependent dioxygenases in natural product total synthesis.

Authors:  Christian R Zwick; Hans Renata
Journal:  Nat Prod Rep       Date:  2020-02-14       Impact factor: 13.423

4.  Remote C-H Functionalization via Selective Hydrogen Atom Transfer.

Authors:  Leah M Stateman; Kohki M Nakafuku; David A Nagib
Journal:  Synthesis (Stuttg)       Date:  2018-02-12       Impact factor: 3.157

5.  γ,δ,ε-C(sp(3))-H Functionalization through Directed Radical H-Abstraction.

Authors:  Tao Liu; Tian-Sheng Mei; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2015-04-30       Impact factor: 15.419

6.  Ligand-enabled methylene C(sp3)-H bond activation with a Pd(II) catalyst.

Authors:  Masayuki Wasa; Kelvin S L Chan; Xing-Guo Zhang; Jian He; Masanori Miura; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2012-11-05       Impact factor: 15.419

7.  Efficient Chemoenzymatic Synthesis of (2S,3R)-3-Hydroxy-3-Methylproline, a Key Fragment in Polyoxypeptin A and FR225659.

Authors:  Xiao Zhang; Hans Renata
Journal:  Tetrahedron       Date:  2019-04-05       Impact factor: 2.457

8.  Triiodide-Mediated δ-Amination of Secondary C-H Bonds.

Authors:  Ethan A Wappes; Stacy C Fosu; Trevor C Chopko; David A Nagib
Journal:  Angew Chem Int Ed Engl       Date:  2016-07-07       Impact factor: 15.336

9.  Site-selective bromination of sp3 C-H bonds.

Authors:  Shyam Sathyamoorthi; Shibdas Banerjee; J Du Bois; Noah Z Burns; Richard N Zare
Journal:  Chem Sci       Date:  2017-11-20       Impact factor: 9.825

10.  Photoinduced Remote Functionalisations by Iminyl Radical Promoted C-C and C-H Bond Cleavage Cascades.

Authors:  Elizabeth M Dauncey; Sara P Morcillo; James J Douglas; Nadeem S Sheikh; Daniele Leonori
Journal:  Angew Chem Int Ed Engl       Date:  2017-12-04       Impact factor: 15.336
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