ORGN 753 |
| The phosphonylation of allylic halides and acetates using tertiary phosphites (Arbuzov method) or secondary phosphites (Michaelis-Becker method) gives chiral allyl phosphonic acid dialkyl esters in high yield. Dealkylation of the phosphonate esters using bromotrimethylsilane and subsequent hydrolysis with water gives chiral allyl phosphonic acids which have been fully characterized. We have demonstrated that the chiral phosphonic acids can be easily resolved using 31P NMR, and quinine as the chiral resolving agent. Our attempts to catalyze the allylic phosphonylation reaction using transition metal phosphine complexes will be described.
|
|
Asymmetric Reactions, Molecular Recognition, Self Assembly, Bioorganic Chemistry, Process R&D
8:00 PM-10:00 PM, Wednesday, 16 March 2005 Convention Center -- Hall D, Poster
Sci-Mix
Division of Organic Chemistry |
