Literature DB >> 19326895

Bidirectional metalation of hydrobenzoin: direct access to new chiral ligands and auxiliaries.

Inhee Cho1, Labros Meimetis, Robert Britton.   

Abstract

A bidirectional ortho metalation of the readily available chiral diol hydrobenzoin has been developed that provides direct access to new ortho-functionalized hydrobenzoin derivatives. This one-pot procedure should broaden the utility of hydrobenzoin as an auxiliary and ligand in asymmetric synthesis.

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Year:  2009        PMID： 19326895     DOI： 10.1021/ol900323u

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


  5 in total

1.  The design, synthesis and validation of recoverable and readily reusable siloxane transfer agents for Pd-catalyzed cross-coupling reactions.

Authors:  Dionicio Martinez-Solorio; Adam T Hoye; Minh H Nguyen; Amos B Smith
Journal:  Org Lett       Date:  2013-04-29       Impact factor: 6.005

2.  Bis-benzoxaboroles: Design, Synthesis, and Biological Evaluation as Carbonic Anhydrase Inhibitors.

Authors:  Adèle Larcher; Alessio Nocentini; Claudiu T Supuran; Jean-Yves Winum; Arie van der Lee; Jean-Jacques Vasseur; Danielle Laurencin; Michael Smietana
Journal:  ACS Med Chem Lett       Date:  2019-07-11       Impact factor: 4.345

3.  Design, Synthesis, and Validation of an Effective, Reusable Silicon-Based Transfer Agent for Room-Temperature Pd-Catalyzed Cross-Coupling Reactions of Aryl and Heteroaryl Chlorides with Readily Available Aryl Lithium Reagents.

Authors:  Dionicio Martinez-Solorio; Bruno Melillo; Luis Sanchez; Yong Liang; Erwin Lam; K N Houk; Amos B Smith
Journal:  J Am Chem Soc       Date:  2016-02-02       Impact factor: 15.419

4.  Directed ortho,ortho'-dimetalation of hydrobenzoin: Rapid access to hydrobenzoin derivatives useful for asymmetric synthesis.

Authors:  Inhee Cho; Labros Meimetis; Lee Belding; Michael J Katz; Travis Dudding; Robert Britton
Journal:  Beilstein J Org Chem       Date:  2011-09-22       Impact factor: 2.883

5.  Organocatalytic, enantioselective synthesis of benzoxaboroles via Wittig/oxa-Michael reaction Cascade of α-formyl boronic acids.

Authors:  Gurupada Hazra; Sanjay Maity; Sudipto Bhowmick; Prasanta Ghorai
Journal:  Chem Sci       Date:  2017-01-30       Impact factor: 9.825
  5 in total

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