One-Pot Combination of the Wittig Olefination with Bromination and Oxidation Reactions | An-Najah Staff

One-Pot Combination of the Wittig Olefination with Bromination and Oxidation Reactions

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Wed, 2013-03-13 16:18 — Ismail Warad

Journal Title, Volume, Page:

Synthetic Communications: An International Journal for Rapid Communication of Synthetic Organic Chemistry Volume 43, Issue 6, pages 893-898, 2013

Year of Publication:

2013

Link:

http://www.tandfonline.com/doi/full/10.1080/00397911.2011.614712

Authors:

Usama Karama

Chemistry Department, College of Science, King Saud University, Riyadh, Kingdom of Saudi Arabia

Refat Mahfouz

Chemistry Department, College of Science, King Saud University, Riyadh, Kingdom of Saudi Arabia

Zeid Al-Othman

Chemistry Department, College of Science, King Saud University, Riyadh, Kingdom of Saudi Arabia

Ismail Warad

Chemistry Department, College of Science, King Saud University, Riyadh, Kingdom of Saudi Arabia

Current Affiliation:

Department of Chemistry, Faculty of Science, An-Najah National University, Nablus, Palestine

[email protected]

Abdulrahman Almansour

Chemistry Department, College of Science, King Saud University, Riyadh, Kingdom of Saudi Arabia

Preferred Abstract (Original):

A simple one-pot process for in situ bromination of (ethoxycarbonylmethylene)-triphenylphosphorane 1 was carried out. This was followed by oxidation of alcohol using SO3. Pyridine complex as a mild oxidant and in situ trapping of the aldehyde. This process constitutes a stereoselective one-pot procedure for the preparation of Z-configured α-bromo-α, β-unsaturated esters in good yield.