Asymmetric synthesis of alpha-trifluoromethoxy ketones with a tetrasubstituted alpha-stereogenic centre via the palladium-catalyzed decarboxylative allylic alkylation of allyl enol carbonates

作者：Kondo, Hiroya; Maeno, Mayaka; Hirano, Kazuki; Shibata, Norio^*

来源：Chemical communications, 2018, 54(44): 5522-5525.

DOI：10.1039/c8cc03131b

• OXIDATIVE DESULFURIZATION-FLUORINATION
• ENANTIOSELECTIVE SYNTHESIS
• SUBSTITUENT CONSTANTS
• CONVENIENT SYNTHESIS
• MEDICINAL CHEMISTRY
• N-HETEROCYCLES
• ETHERS
• PHENOLS
• ALKENES
• FLUOROKETONES

The palladium-catalyzed asymmetric decarboxylative allylic alkylation of trifluoromethoxy allyl enol carbonates afforded enantioenriched alpha-trifluoromethoxy allyl ketones that feature a tetrasubstituted alpha-stereogenic center in excellent yield and high enantioselectivity. The method was further extended to the asymmetric synthesis of alpha-difluoromethoxy and alpha-methoxy allyl ketones, which proceeded under similar catalytic conditions.

• 出版日期2018-6-4
• 单位浙江师范大学