- An efficient 1,2-chelation-controlled reduction of protected hydroxy ketones via Red-Al.
An efficient 1,2-chelation-controlled reduction of protected hydroxy ketones via Red-Al.
The Journal of organic chemistry (2008-03-25)
Naval Bajwa, Michael P Jennings
PMID18357999
ABSTRACT
In this paper, we have demonstrated that Red-Al is an efficient chelation-controlled reducing reagent for acyclic acetal (i.e., MOM, MEM, SEM, and BOM) protected alpha-hydroxy ketones. Typically, diastereomeric ratios (dr) ranged from 5 to 20:1 for the 1,2- anti-diols in good to excellent yields.
MATERIALS
Product Number
Brand
Product Description
Sigma-Aldrich
Red-Al® sodium bis(2-methoxyethoxy)aluminum hydride solution, ≥60 wt. % in toluene