A chiral oxazoline for catalytic enantioselective Nozaki-Hiyama-Kishi allylation and vinylation of aldehydes

Catalysis Communications

卷:148

Sharad V. Kumbhar¹  Chinpiao Chen¹ 

[1] Department of Chemistry, National Dong Hwa University, Soufeng, Hualien 97401, Taiwan;

关键词: Asymmetric allylation;    Asymmetric vinylation;    Oxazoline ligand;    Nozaki–Hiyama-Kishi;    Enantioselectivity;   

DOI  :  

来源: DOAJ

【 摘 要 】

Asymmetric allylation and vinylation of aldehydes with allyl halides and vinyl halides have been achieved using the chromium(II)-oxazoline catalyst. The catalyst promotes the highly efficient enantioselective Nozaki–Hiyama-Kishi (NHK) allylation of aldehydes using allyl bromide, producing the corresponding homoallylic alcohols in good yields (up to 84%) and a high level of enantioselectivity (up to 98% ee). Meanwhile, the NHK vinylation of aldehydes produce desired allylic alcohols in satisfactory yields (up to 88%) and a high level of enantioselectivity (up to 97% ee). We developed a reliable and milder protocol for preparing chiral homoallylic and allylic alcohols.

【 授权许可】

Unknown