Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Faculty of Chemistry, Northeast Normal University , Changchun 130024, China.
State Key Laboratory of Fine Chemicals, Dalian University of Technology , Dalian 116024, China.
Org Lett. 2016 Jul 15;18(14):3414-7. doi: 10.1021/acs.orglett.6b01567. Epub 2016 Jul 1.
A highly controlled ring opening of siloxydifluorocyclopropanes, formed by nBuN4Br-catalyzed difluorocyclopropanation of methyl vinyl ketones bearing a β-alkylthio group by using TMSCF2Br as a unique difluorocarbene source, results in metal difluorohomoenolates with assistance of copper or silver followed by an intramolecular addition and elimination reaction leading to α-gem-difluorocyclopentenones efficiently.
一种高度可控的硅氧二氟环丙烷开环反应，通过 nBuN4Br 催化带有β-烷基硫基的甲基乙烯基酮的二氟环丙烷化反应，使用 TMSCF2Br 作为独特的二氟碳烯源来形成，随后在铜或银的辅助下形成金属二氟偕同烯醇ate，然后进行分子内加成和消除反应，高效地得到α-位 gem-二氟环戊烯酮。
