An Efficient 1,2-Chelation-Controlled Reduction of Protected Hydroxy Ketones via Red-Al
Naval Bajwa and Michael P. Jennings*
*Department of Chemistry, 250 Hackberry Lane, The University of Alabama, Tuscaloosa, Alabama 35487-0336, Email: jenningmbama.ua.edu
N. Bajwa, M. P. Jennings, J. Org. Chem., 2008, 73, 3638-3641.
DOI: 10.1021/jo800150x
see article for more reactions
Abstract
Red-Al is an efficient chelation-controlled reducing reagent for acyclic acetal-protected R-hydroxy ketones. Typically, high diastereomeric ratios and yields can be achieved for the synthesis of 1,2-anti-diols.
see article for more examples
Key Words
Red-Al, Reduction of Carbonyl Compounds, Methoxymethyl Ethers
ID: J42-Y2008-1260