Alkene anti-Dihydroxylation with Malonoyl Peroxides

详细信息    查看全文

• 作者：Carla Alamillo-Ferrer ; Stuart C. Davidson ; Michael J. Rawling ; Natalie H. Theodoulou ; Matthew Campbell ; Philip G. Humphreys ; Alan R. Kennedy ; Nicholas C. O. Tomkinson
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：October 16, 2015
• 年：2015
• 卷：17
• 期：20
• 页码：5132-5135
• 全文大小：354K
• ISSN：1523-7052

文摘

Malonoyl peroxide 1, prepared in a single step from the commercially available diacid, is an effective reagent for the anti-dihydroxylation of alkenes. Reaction of 1 with an alkene in the presence of acetic acid at 40 掳C followed by alkaline hydrolysis leads to the corresponding diol (35鈥?2%) with up to 13:1 anti-selectivity. A mechanism consistent with experimental findings is proposed that accounts for the selectivity observed.