Access to chiral homoallylic vicinal diols from carbonyl allylation of aldehydes with allyl ethers via palladium-catalyzed allylic C-H borylation  

作　　者：Tian-Ci Wang Pu-Sheng Wang Dian-Feng Chen Liu-Zhu Gong 

机构地区：[1]Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry,University of Science and Technology of China,Hefei 230026,China [2]Center for Excellence in Molecular Synthesis of CAS,Hefei 230026,China

出　　处：《Science China Chemistry》2022年第2期298-303,共6页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China (21831007)。

摘　　要：Chiral homoallylic vicinal diols are found in many bioactive compounds and are among the most versatile functional groups in organic chemistry. Here, we describe an asymmetric carbonyl allylation of aldehydes with allyl ethers proceeding via allylic C-H borylation enabled by palladium and chiral phosphoric acid sequential catalysis, providing facile access to homoallylic vicinal anti-diols in high yields and with excellent stereoselectivity. This protocol enables the total synthesis of aigialomycin D to be finished within 7 steps.

关 键 词：asymmetric catalysis palladium allylic C–H borylation allyl ethers chiral phosphoric acid ALDEHYDES 

分 类 号：TQ223.162[化学工程—有机化工] TQ426