Synthesis of functionalized 4-methylenetetrahydropyrans by oxidative activation of cinnamyl or benzyl ethers

Synthesis of functionalized 4-methylenetetrahydropyrans by oxidative activation of cinnamyl or benzyl ethers
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DOI:
10.1016/j.tetlet.2012.03.041
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发表时间:
2012-05-16
影响因子:
1.8
通讯作者:
Cheng, Xu
Cheng, Xu
中科院分区:
化学4区
文献类型:
--
作者:
Ghosh, Arun K.;Cheng, Xu

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在PPTS存在下,使用催化量的DDQ和2当量的CAN氧化活化带有烯丙基硅烷衍生物的苄基或肉桂基醚,以良好的产率和优异的非对映选择性提供官能化的4-亚甲基四氢吡喃。该反应可应用于多种取代四氢吡喃衍生物的合成。(C)2012爱思唯尔有限公司保留所有权利。
Oxidative activation of benzyl or cinnamyl ether bearing allylsilane derivatives using a catalytic amount of DDQ and 2 equiv of CAN in the presence of PPTS provided functionalized 4-methylenetetrahydropyrans in good yields and excellent diastereoselectivity. The reaction could be applied to the synthesis of a variety of substituted tetrahydropyran derivatives. (C) 2012 Elsevier Ltd. All rights reserved.