Advanced search×

A Diels-Alder reaction conducted within the parameters of aqueous organocatalysis: still just smoke and mirrors

Tetrahedron Lett 52(17):3 (2011) PMID 21516231 PMCID PMC3079225

Conducting reactions using water as solvent is a highly prized goal for the organic chemist. Based upon recent literature and our continuing interest in the field of aqueous organocatalysis, we tested the scope of an enamine based Diels-Alder reaction using (+/-)-nornicotine, proline, and a proline derivative as aqueous organocatalysts. Unfortunately, none of the examined catalysts under aqueous conditions proved useful, leaving the aqueous Diels-Alder reaction as an elusive goal.

Copyright © 2011 Elsevier Ltd. All rights reserved.

DOI: 10.1016/j.tetlet.2010.10.134
Version: za2963e q8za5 q8zba q8zc9 q8zdd q8zeb q8zf5 q8zg9

Similar articles you may find interesting…

  1. Theoretical Examination of O((1)D) Insertion Reactions to Form Methanediol, Methoxymethanol, and Aminomethanol.

    J Phys Chem A (2013) PMID 23646865

    These results provide an excellent starting point to guide laboratory spectral studies of the products....
  2. Blood Pressure Response to Patterns of Weather Fluctuations and Effect on Mortality.

    Hypertension (2013) PMID 23648702

    We analyzed >169 000 clinic visits of 16 010 Glasgow Blood Pressure Clinic patients with hypertension. Each clinic visit was mapped to the mean West of Scotland monthly weather (temperature, sunshine, rainfall) data. Percentage change in blood pressure was calculated between pairs of consecutive cli...
  3. Allele-Specific Expression of Angiotensinogen in Human Subcutaneous Adipose Tissue.

    Hypertension (2013) PMID 23648704

    We developed an allele-specific polymerase chain reaction-based assay to distinguish between angiotensinogen mRNA derived from variants at the -20 position (rs5050) in the angiotensinogen promoter in adipose tissues obtained during surgery. The assay takes advantage of linkage disequilibrium between...