Literature DB >> 20107643

One pot 'click' reactions: tandem enantioselective biocatalytic epoxide ring opening and [3+2] azide alkyne cycloaddition.

Lachlan S Campbell-Verduyn1, Wiktor Szymański, Christiaan P Postema, Rudi A Dierckx, Philip H Elsinga, Dick B Janssen, Ben L Feringa.   

Abstract

Halohydrin dehalogenase (HheC) can perform enantioselective azidolysis of aromatic epoxides to 1,2-azido alcohols which are subsequently ligated to alkynes producing chiral hydroxy triazoles in a one-pot procedure with excellent enantiomeric excess.

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Year:  2010        PMID： 20107643     DOI： 10.1039/b919434g

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  4 in total

1.  Catalytic stereoselective synthesis of diverse oxindoles and spirooxindoles from isatins.

Authors:  Jacob P MacDonald; Joseph J Badillo; Gary E Arevalo; Abel Silva-García; Annaliese K Franz
Journal:  ACS Comb Sci       Date:  2012-04-02       Impact factor: 3.784

2.  One-pot three-step synthesis of 1,2,3-triazoles by copper-catalyzed cycloaddition of azides with alkynes formed by a Sonogashira cross-coupling and desilylation.

Authors:  Frédéric Friscourt; Geert-Jan Boons
Journal:  Org Lett       Date:  2010-11-05       Impact factor: 6.005

3.  Highly α-position regioselective ring-opening of epoxides catalyzed by halohydrin dehalogenase from Ilumatobacter coccineus: a biocatalytic approach to 2-azido-2-aryl-1-ols.

Authors:  Miao An; Wanyi Liu; Xiaoying Zhou; Ran Ma; Huihui Wang; Baodong Cui; Wenyong Han; Nanwei Wan; Yongzheng Chen
Journal:  RSC Adv       Date:  2019-05-24       Impact factor: 3.361

4.  Synthesis of Optically Active syn- and anti-Chlorohydrins through a Bienzymatic Reductive Cascade.

Authors:  Jorge González-Rodríguez; Jesús Albarrán-Velo; Raquel G Soengas; Iván Lavandera; Vicente Gotor-Fernández; Humberto Rodríguez-Solla
Journal:  Org Lett       Date:  2022-09-26       Impact factor: 6.072
  4 in total

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