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Three-component reaction to synthesize E-vinyl silyl anti-1,2-diols via sequential [1,4]-O-to-O/[1,4]-C-to-O silyl migrations†
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2018-05-14 00:00:00 , DOI: 10.1039/c8qo00332g
Qiang Pu 1, 2, 3, 4, 5 , Xiaoxiao Tang 1, 2, 3, 4, 5 , Lu Gao 1, 2, 3, 4, 5 , Zhenlei Song 1, 2, 3, 4, 5
Affiliation  

A three-component reaction of geminal bis(silyl) allyl silyl ether, aldehyde and electrophile has been developed to synthesize trisubstituted E-vinyl silyl anti-1,2-diols. The approach features sequential [1,4]-O-to-O/[1,4]-C-to-O silyl migrations, which are triggered by the addition of the exo-oriented allyl anion to an aldehyde and terminated by the coupling of the resulting vinyl cuprate and electrophiles.

中文翻译:

三组分反应以合成È -乙烯基甲硅烷-1,2-二醇通过顺序[1,4] -O-到O / [1,4] -C-到-O甲硅烷迁移

已经开发出双(双)甲硅烷基烯丙基甲硅烷基醚,醛和亲电试剂的三组分反应,以合成三取代的E-乙烯基甲硅烷基-1,2-二醇。该方法的特征是依次发生[1,4] -O-至O / [1,4] -C-O甲硅烷基迁移,这是通过向醛中添加外向烯丙基阴离子触发的,然后由生成的乙烯基铜酸酯和亲电子试剂的偶联。
更新日期:2018-05-14
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