ORGN 823 |
| Tetrahydropyran (THP) is a versatile protection group for alcohols and phenols and is widely used in modern organic chemistry. We have developed very mild conditions to allow solvent-free THP-protection of alcohols and phenols. Under these conditions a wide variety of alcohol and phenol derivatives react with 3,4-dihydro-2H-pyran to form the corresponding tetrahydropyranyl ethers in the presence of catalytic amount of triphenylphosphine dibromide (TPPDB) in high yield and purity. Work-up procedure of the reaction involves simply passing the reaction mixture through a short pad of K2CO3 and removing of any extra reagent by evaporation. Using the same catalyst, deprotection of THP ethers is realized in the presence of excess methanol. We will discuss the scope and limitation of this methodology.
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Combinatorial, Parallel and Process Chemistry, Heterocycles, Aromatics, New Reactions and Methodology
8:00 PM-10:00 PM, Wednesday, August 22, 2007 BCEC -- Exhibit Hall - B2, Poster
Division of Organic Chemistry |
