Literature DB >> 21736287

Synthesis of L-epi-capreomycidine derivatives via C-H amination.

Tetsuya Tanino1, Satoshi Ichikawa, Akira Matsuda.   

Abstract

The L-epi-capreomycidine (Cpm) derivatives were efficiently and stereoselectively synthesized via nitrene C-H insertion starting from a readily available D-Tyr. Design of a substrate that takes into account hydrogen bonding is a critical feature in order to achieve high selectivity. Our synthetic strategy could be a new access to epi-Cpm and its derivatives, which are found in several biologically active natural products.
© 2011 American Chemical Society

Entities:  

Mesh:

Substances:

Year:  2011        PMID: 21736287     DOI: 10.1021/ol201527k

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


  7 in total

1.  Modular functionalization of allenes to aminated stereotriads.

Authors:  Christopher S Adams; Luke A Boralsky; Ilia A Guzei; Jennifer M Schomaker
Journal:  J Am Chem Soc       Date:  2012-06-20       Impact factor: 15.419

2.  Synthesis of ureidomuraymycidine derivatives for structure-activity relationship studies of muraymycins.

Authors:  Bilal A Aleiwi; Christopher M Schneider; Michio Kurosu
Journal:  J Org Chem       Date:  2012-04-06       Impact factor: 4.354

3.  Methods for direct alkene diamination, new & old.

Authors:  Sam de Jong; Daniel G Nosal; Duncan J Wardrop
Journal:  Tetrahedron       Date:  2012-03-21       Impact factor: 2.457

4.  Stereocontrolled Total Synthesis of Muraymycin D1 Having a Dual Mode of Action against Mycobacterium tuberculosis.

Authors:  Katsuhiko Mitachi; Bilal A Aleiwi; Christopher M Schneider; Shajila Siricilla; Michio Kurosu
Journal:  J Am Chem Soc       Date:  2016-09-26       Impact factor: 15.419

5.  Synthesis and evaluation of cyclopentane-based muraymycin analogs targeting MraY.

Authors:  Seung-Hwa Kwak; Won Young Lim; Aili Hao; Ellene H Mashalidis; Do-Yeon Kwon; Pyeonghwa Jeong; Mi Jung Kim; Seok-Yong Lee; Jiyong Hong
Journal:  Eur J Med Chem       Date:  2021-02-06       Impact factor: 6.514

6.  A biomimetic domino reaction for the concise synthesis of capreomycidine and epicapreomycidine.

Authors:  Martin Büschleb; Markus Granitzka; Dietmar Stalke; Christian Ducho
Journal:  Amino Acids       Date:  2012-05-23       Impact factor: 3.520

7.  Structural insights into inhibition of lipid I production in bacterial cell wall synthesis.

Authors:  Ben C Chung; Ellene H Mashalidis; Tetsuya Tanino; Mijung Kim; Akira Matsuda; Jiyong Hong; Satoshi Ichikawa; Seok-Yong Lee
Journal:  Nature       Date:  2016-04-18       Impact factor: 49.962

  7 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.