Photosensitized Oxidation of Furans; Part 18: A Simple Method for a One-Pot Synthesis of Functionalized Methyl cis-4-Oxoalk-2-enoates
作者:M. Rosaria Iesce、Flavio Cermola、Alfonso Piazza、Rachele Scarpati、M. Liliana Graziano
DOI:10.1055/s-1995-3922
日期:1995.4
Functionalized methyl cis-4-oxoalk-2-enoates 2 are synthesized in a one-pot procedure by singlet oxygen oxygenation of the corresponding 2-methoxyfurans 1 in methanol and reduction of the resulting hydroperoxides 4 and 5 by the sulfides 6 which are selectively oxidized into the sulfoxides 7. The synthetic method has a wide range of applicability and affords compounds 2 stereoselectively and in good yields; concomitantly the sulfoxides 7 are obtained in excellent yields.
功能化的甲基顺-4-氧烯-2-酸酯2通过单氧对相应的2-甲氧基呋喃1在甲醇中的氧化,随后用硫化物6选择性还原生成的过氧化物4和5,采用一锅法合成。该合成方法具有广泛的适用性,能够立体选择性地高产量地获得化合物2;同时,亚砜7也以优异的产率获得。