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

Autor: Sharad V. Kumbhar, Chinpiao Chen
Jazyk: angličtina
Rok vydání: 2021
Předmět:
Zdroj: Catalysis Communications, Vol 148, Iss , Pp 106166- (2021)
Druh dokumentu: article
ISSN: 1873-3905
DOI: 10.1016/j.catcom.2020.106166
Popis: 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.
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