ORGN 616 |
| A new reaction was developed for the efficient synthesis of 1,2-dioxolanes 2. Treatment of silylated peroxyketal 1 with an olefin followed by addition of SnCl4 afforded cyclic peroxides 2 in excellent yields. Peroxyketals 1 were prepared in two steps in good yield from the corresponding ketones. 1,2-Dioxolanes 2 can be further functionalized to obtain carboxylic acids, esters and alcohols whose structures resemble natural products such as the plakinic acids. |
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New Reactions and Methodology
8:00 AM-12:00 PM, Wednesday, 16 March 2005 Convention Center -- Ballroom 20 C-D, Oral
Division of Organic Chemistry |