Literature DB >> 19209907

Highly diastereoselective anti-dihydroxylation of 3-N,N-dibenzylaminocyclohex-1-ene N-oxide.

Caroline Aciro1, Stephen G Davies, Wataru Kurosawa, Paul M Roberts, Angela J Russell, James E Thomson.   

Abstract

Oxidation of 3-N,N-dibenzylaminocyclohex-1-ene N-oxide in the presence of Cl3CCO2H proceeds with high levels of anti-diastereoselectivity (97% de), with no competing side reactions, allowing access to 1,2-anti-2,3-anti-3-aminocyclohexane-1,2-diol after deprotection.

Entities:  

Year:  2009        PMID: 19209907     DOI: 10.1021/ol900114b

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


  2 in total

1.  A Change from Kinetic to Thermodynamic Control Enables trans-Selective Stereochemical Editing of Vicinal Diols.

Authors:  Yu-An Zhang; Xin Gu; Alison E Wendlandt
Journal:  J Am Chem Soc       Date:  2021-12-20       Impact factor: 16.383

2.  Bis(dimethyl-ammonium) 3,3'-dicarb-oxy-5,5'-(5,7,12,14-tetra-oxo-6,13-diaza-tetra-cyclo-[6.6.2.0(4,16).0(11,15)]hexa-deca-1,3,8,10,15-penta-ene-6,13-di-yl)dibenzoate dihydrate.

Authors:  Lan-Ping Xu; Lan Qin; Lei Han
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-06-23
  2 in total

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