Xu Hang, Khan Sardaraz, Li Hongfang, Wu Xue, Zhang Yong Jian
School of Chemistry and Chemical Engineering, and Shanghai Key Laboratory of Electrical Insulation and Thermal Aging , Shanghai Jiao Tong University , 800 Dongchuan Road , Shanghai 200240 , People's Republic of China.
Key Laboratory for Organism Resources of the Changbai Mountain and Functional Molecules, Ministry of Education, and Department of Chemistry, College of Science , Yanbian University , 977 Gongyuan Road , Yanji , Jilin 133002 , People's Republic of China.
Org Lett. 2019 Jan 4;21(1):214-217. doi: 10.1021/acs.orglett.8b03665. Epub 2018 Dec 17.
An efficient method for the enantioselective construction of tertiary 1,3-diols via Pd-catalyzed asymmetric allylic cycloaddition of vinyloxetanes with an abundant feedstock, formaldehyde, is developed. Using the palladium complex generated in situ from Pd(dba)·CHCl and phosphoramidite L3 as a catalyst under mild conditions, the process allows one to convert racemic 2-substituted 2-vinyloxetanes (1) to the corresponding 1,3-dioxanes (2) as methylene acetal protected tertiary 1,3-diols in high yields with good to excellent enantioselectivities.
开发了一种通过钯催化乙烯基氧杂环丁烷与丰富原料甲醛的不对称烯丙基环加成对叔醇1,3 -二醇进行对映选择性构建的有效方法。在温和条件下，使用由Pd(dba)·CHCl和亚磷酰胺L3原位生成的钯配合物作为催化剂，该方法能够将外消旋的2 - 取代2 - 乙烯基氧杂环丁烷（1）转化为相应的1,3 - 二氧六环（2），即亚甲基缩醛保护的叔醇1,3 - 二醇，产率高，对映选择性良好至优异。
