A SIMPLE SYNTHESIS OF α,β-UNSATURATED ALDEHYDES BY THE REACTION OF VINYLSILANES WITH DICHLOROMETHYL METHYL ETHER PROMOTED BY TITANIUM(IV) CHLORIDE. APPLICATION TO THE SYNTHESIS OF ETHYL 12-OXO-10(<i>E</i>)-DODECENOATE AND NUCIFERAL
作者:Keiji Yamamoto、Junichi Yoshitake、Nguyen Thi Qui、Jiro Tsuji
DOI:10.1246/cl.1978.859
日期:1978.8.5
readily underwent formylation with replacement of the silyl group when treated with dichloromethyl methyl ether and titanium(IV) chloride. This reaction provides a simple procedure for the selective preparation of (E)-2-alkenals (2) and was conveniently applied to the synthesis of ethyl 12-oxo-10(E)-dodecenoate and nuciferal.
当用二氯甲基甲基醚和氯化钛 (IV) 处理时,1,2-二取代乙烯基三甲基硅烷 (1) 很容易发生甲酰化,甲硅烷基被取代。该反应为选择性制备 (E)-2-链烯醛 (2) 提供了一个简单的方法,并方便地应用于 12-oxo-10(E)-十二烯酸乙酯和核素的合成。