Literature DB >> 11430084

The particular sensitivity of silyl ethers of D-glucal toward two Vilsmeier-Haack reagents POCl3.DMF and (CF3SO2)2O.DMF. Their unique and selective conversion to the corresponding C(6)-O-formates.

J P Lellouche1, S Koeller.   

Abstract

The two electrophilic Vilsmeier-Haack reagents POCl3.DMF 2 or (CF3SO2)2O.DMF 3 mediate the one-step and selective conversion of O-triethylsilyl (O-TES), O-tert-butyldimethylsilyl (O-TBDMS), O-tert-butyldiphenylsilyl (O-TBDPS), and O-triisopropylsilyl (O-TIPS) ethers of D-glucal to the corresponding C(6)-O-formates.

Entities:  

Year:  2001        PMID： 11430084     DOI： 10.1021/jo005540t

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

1.  A simple homemade reaction station for use in parallel solution-phase synthesis. Optimization of a regioselective one-step deprotective o-formylation reaction mediated by the Vilsmeier-Haack reagent POCl3.DMF.

Authors:  Vadim Kotlyar; Lior Shahar; J-P Lellouche
Journal:  Mol Divers       Date:  2006-05-19       Impact factor: 2.943

2.  Biological Evaluation of Uridine Derivatives of 2-Deoxy Sugars as Potential Antiviral Compounds against Influenza A Virus.

Authors:  Ewelina Krol; Ilona Wandzik; Martyna Krejmer-Rabalska; Boguslaw Szewczyk
Journal:  Int J Mol Sci       Date:  2017-08-04       Impact factor: 5.923

Review 3.  Beyond a solvent: triple roles of dimethylformamide in organic chemistry.

Authors:  Majid M Heravi; Mahdieh Ghavidel; Leyla Mohammadkhani
Journal:  RSC Adv       Date:  2018-08-03       Impact factor: 4.036
  3 in total

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