【作者】 杨星； 黄毅勇；

【Author】 Yang Xing;Huang Yi-yong;Department of Chemistry, School of Chemistry, Chemial Engineering and Life Sciences,Wuhan University of Technology;School of Materials Science and Engineering, Wuhan University of Technology;

【机构】 武汉理工大学化学化工与生命科学学院化学系； 武汉理工大学材料科学与工程学院；

【摘要】 1,3-丁二烯-2-仲醇骨架广泛存在于天然产物和药物中,因此,发展高效合成1,3-丁二烯-2-仲醇类化合物的方法学具有十分重要的意义[1]。在手性磷酸的催化作用下,高联烯基硼酸酯与醛发生不对称加成反应,以最高99%产率和大于99%对映选择性过量值得到手性1,3-丁二烯-2-仲醇类化合物,该反应可放大至克级规模。进一步,经多步反应构建了一种新型手性螺环化合物,为发展新型手性催化剂奠定基础[2]。更多还原

【Abstract】 Considering the importance of 1,3-butadienyl-2-carbinols as versatile building blocks for the synthesis of a variety of natural products,the development of efficient synthetic methodologies for their preparation has drawn great attention.The homoallenylboration between a 2,3-dienylboronic ester and aldehydes under the catalysis of a chiral phosphoric acid gave the desired compounds in up to 99%yield and >99%ee.The catalytic reaction was amenable to the gram-scale synthesis of a chiral alkyl 1,3-butadienyl-2-carbinol,which was converted into a new optically pure spirocyclic compound through seven steps in 32%total yield.更多还原