Kattuboina Adiseshu, Kaur Parminder, Timmons Cody, Li Guigen
Department of Chemistry & Biochemistry, Texas Tech University, Lubbock, 79409-1061, USA.
Org Lett. 2006 Jun 22;8(13):2771-4. doi: 10.1021/ol060828b.
[reaction: see text] 3-Iodo allenoates were generated in situ and utilized, for the first time, in the ring opening of oxiranes in a regioselective fashion. This simple one-pot three-component reaction protocol provides easy access to highly functionalized homoallylic alcohols in good yields and moderate to very good (Z/E) selectivity. The two functional groups (ester and halogen) can be further subjected to many synthetic transformations.
[反应:见正文] 3-碘代联烯酸酯原位生成,并首次以区域选择性方式用于环氧乙烷的开环反应。这种简单的一锅三组分反应方案能够方便地获得高官能化的高烯丙醇,产率良好,(Z/E)选择性中等至非常好。两个官能团(酯基和卤素)可进一步进行许多合成转化。