| Literature DB >> 26425839 |
Carla Alamillo-Ferrer1, Stuart C Davidson1, Michael J Rawling1, Natalie H Theodoulou1,2, Matthew Campbell2, Philip G Humphreys2, Alan R Kennedy1, Nicholas C O Tomkinson1.
Abstract
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 °C followed by alkaline hydrolysis leads to the corresponding diol (35-92%) with up to 13:1 anti-selectivity. A mechanism consistent with experimental findings is proposed that accounts for the selectivity observed.Entities:
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Year: 2015 PMID： 26425839 DOI： 10.1021/acs.orglett.5b02674
Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005