Rong Xianfeng, Yao Hong, Xia Wenjing, Du Yonglei, Zhou Yu, Liu Hong
Nano Science and Technology Institute, University of Science and Technology of China , 166 Ren Ai Road, Suzhou 215123, China.
CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences 555 Zuchongzhi Road, Shanghai 201203, P. R. China.
ACS Comb Sci. 2016 May 9;18(5):220-4. doi: 10.1021/acscombsci.5b00197. Epub 2016 Apr 12.
A chiral N-heterocyclic carbene (NHC)-catalyzed formal [4 + 2] annulation of β-methyl substituted enals with isatins was developed to construct six-membered spirolactones bearing highly congested quaternary carbon stereocentersin good yields and high enantioselectivities. The strategy realized a challenging remote γ-carbon addition of enals and chiral control of β-methyl substituted enals in the presence of the NHC catalyst only.
开发了一种手性N-杂环卡宾(NHC)催化的β-甲基取代烯醛与异吲哚酮的形式[4 + 2]环化反应,以高产率和高对映选择性构建带有高度拥挤季碳立体中心的六元螺内酯。该策略仅在NHC催化剂存在下实现了烯醛具有挑战性的远程γ-碳加成以及β-甲基取代烯醛的手性控制。