Enantioselective Palladium-Catalyzed Arylborylation/Cyclization of Alkenes to Access Boryl-Functionalized Heterocyclic Compounds Containing Quaternary Stereogenic Centers
作者:Xingfeng Bai、Wenrui Zheng、Shaozhong Ge、Yixin Lu
DOI:10.1021/acs.orglett.2c01082
日期:2022.4.29
Asymmetric palladium-catalyzed arylboration/cyclization of both nonactivated and activated alkenes with B2pin2 was developed. A wide range of N-allyl-o-iodobenzamides and o-iodoacryanilides reacted with B2pin2 to afford borylated 3,4-dihydroisoquinolinones and oxindoles, respectively, in high yields with high enantioselectivities. The synthetic utility of this enantioselective protocol was highlighted
开发了非活化和活化烯烃与 B 2 pin 2的不对称钯催化芳基硼化/环化。范围广泛的N-烯丙基-邻碘苯甲酰胺和邻碘丙烯酰苯胺与 B 2 pin 2反应,分别以高产率和高对映选择性得到硼化 3,4-二氢异喹啉酮和羟吲哚。通过合成各种手性 3,4-二氢异喹啉酮和含有季立体碳中心的羟吲哚衍生物,包括对映体富集的罗氏抗癌剂 ( S )-RO4999200,突出了该对映选择性方案的合成效用。