Huang Xiaojun, Fulton Brandon, White Kana, Bugarin Alejandro
Department of Chemistry and Biochemistry, University of Texas at Arlington, Arlington, Texas 76019, United States.
Org Lett. 2015 Jun 5;17(11):2594-7. doi: 10.1021/acs.orglett.5b00862. Epub 2015 May 12.
A variety of allylic acetates and derivatives were synthesized by an efficient two-step protocol that employs readily available terminal alkenes as starting materials. This method is highly regio- and stereoselective, affording the linear (E)- isomer as the sole adduct. This process tolerates several functional groups including halogen-containing molecules, and it is general for weak oxygen, carbon, nitrogen, and sulfur nucleophiles. Furthermore, adducts were obtained in good to excellent yields.
通过一种高效的两步方案合成了多种烯丙基乙酸酯及其衍生物,该方案使用易于获得的末端烯烃作为起始原料。该方法具有高度的区域选择性和立体选择性,仅生成线性(E)-异构体作为唯一的加合物。该过程耐受包括含卤素分子在内的多种官能团,并且对于弱氧、碳、氮和硫亲核试剂具有通用性。此外,加合物的产率良好至优异。