Literature DB >> 22267879

Synthesis and stability of new spiroaminoborate esters.

Viatcheslav Stepanenko1, Melvin de Jesús, Carmelo Garcia, Charles L Barnes, Margarita Ortiz-Marciales.   

Abstract

New spiroaminoborate esters derived from 1,1-diphenylprolinol, ephedrine and dihydroquinine with different alkoxy substituents were prepared as stable crystalline compounds and characterized by spectroscopical analysis and specific rotation. The structure of the spiroborate 4 derived from 1,1-diphenylprolinol and dicyclohexyl-1,1'-diol was confirmed by X-ray analysis.

Entities:  

Year:  2012        PMID： 22267879      PMCID： PMC3261760          DOI： 10.1016/j.tetlet.2011.12.054

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  9 in total

1.  CATALYTIC ENANTIOSELECTIVE BORANE REDUCTION OF BENZYL OXIMES: PREPARATION OF (S)-1-PYRIDIN-3-YL-ETHYLAMINE BIS HYDROCHLORIDE.

Authors:  Kun Huang; Margarita Ortiz-Marciales; David Hughes
Journal:  Organic Synth       Date:  2010-01-01

2.  Enantioselective beta-lactone formation from ketene and aldehydes catalyzed by a chiral oxazaborolidine.

Authors:  Vijay Gnanadesikan; E J Corey
Journal:  Org Lett       Date:  2006-10-12       Impact factor: 6.005

3.  Chiral epoxides via borane reduction of 2-haloketones catalyzed by spiroborate ester: application to the synthesis of optically pure 1,2-hydroxy ethers and 1,2-azido alcohols.

Authors:  Kun Huang; Haiyang Wang; Viatcheslav Stepanenko; Melvin De Jesús; Carilyn Torruellas; Wildeliz Correa; Margarita Ortiz-Marciales
Journal:  J Org Chem       Date:  2011-02-04       Impact factor: 4.354

4.  Asymmetric reduction of oxime ethers promoted by chiral spiroborate esters with an O3BN framework.

Authors:  Yunbo Chu; Zixing Shan; Dejun Liu; Nannan Sun
Journal:  J Org Chem       Date:  2006-05-12       Impact factor: 4.354

5.  SYNTHESIS OF SPIROBORATE ESTERS FROM 1,2-AMINOALCOHOLS, ETHYLENE GLYCOL AND TRIISOPROPYL BORATE: PREPARATION OF (S)-1-(1,3,2-DIOXABOROLAN-2-YLOXY)-3-METHYL-1,1-DIPHENYLBUTAN-2-AMINE.

Authors:  Viatcheslav Stepanenko; Kun Huang; Margarita Ortiz-Marciales; David Hughes
Journal:  Organic Synth       Date:  2010

6.  Influences of electronic effects and anions on the enantioselectivity in the oxazaborolidine-catalyzed asymmetric borane reduction of ketones.

Authors:  Jiaxi Xu; Tiezheng Wei; Qihan Zhang
Journal:  J Org Chem       Date:  2004-10-01       Impact factor: 4.354

7.  Highly enantioselective borane reduction of heteroaryl and heterocyclic ketoxime ethers catalyzed by novel spiroborate ester derived from diphenylvalinol: application to the synthesis of nicotine analogues.

Authors:  Kun Huang; Francisco G Merced; Margarita Ortiz-Marciales; Héctor J Meléndez; Wildeliz Correa; Melvin De Jesús
Journal:  J Org Chem       Date:  2008-05-01       Impact factor: 4.354

Review 8.  Recent development and improvement for boron hydride-based catalytic asymmetric reduction of unsymmetrical ketones.

Authors:  Byung Tae Cho
Journal:  Chem Soc Rev       Date:  2008-11-26       Impact factor: 54.564

9.  Novel dimethoxy(aminoalkoxy)borate derived from (S)-diphenylprolinol as highly efficient catalyst for the enantioselective boron-mediated reduction of prochiral ketones.

Authors:  Viatcheslav Stepanenko; Margarita Ortiz-Marciales; Charles L Barnes; Carmelo Garcia
Journal:  Tetrahedron Lett       Date:  2009-03-04       Impact factor: 2.415
  9 in total
  1 in total

1.  Synthesis of enantiopure 1,2-azido and 1,2-amino alcohols via regio- and stereoselective ring-opening of enantiopure epoxides by sodium azide in hot water.

Authors:  Hai-Yang Wang; Kun Huang; Melvin De Jesús; Sandraliz Espinosa; Luis E Piñero-Santiago; Charles L Barnes; Margarita Ortiz-Marciales
Journal:  Tetrahedron Asymmetry       Date:  2016-02-15
  1 in total

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