Cobalt-Catalyzed, Directed C-H Functionalization/Annulation of Phenylglycinol Derivatives with Alkynes

Journal of Organic Chemistry 2020
Jekaterina Boļšakova, Lūkass Tomass Lukašēvics, Liene Grigorjeva

A new method for cobalt-catalyzed C(sp2)-H functionalization of phenylglycinol derivatives with terminal and internal alkynes directed by picolinamide auxiliary has been developed. This method offers an efficient and highly regioselective route for the synthesis of 1-hydroxymethyltetrahydroisoquinolines. The reaction employs commercially available Co(II) catalyst in the presence of Mn(III) cooxidant and oxygen as a terminal oxidant and proceeds with full preservation of original stereochemistry.

Atslēgas vārdi
asymmetric-synthesis; carbonylation; annulation; bonds; activation; alkenes; amides
DOI
10.1021/acs.joc.0c00207
Hipersaite
https://pubs.acs.org/doi/10.1021/acs.joc.0c00207

Boļšakova, J., Lukašēvics, L., Grigorjeva, L. Cobalt-Catalyzed, Directed C-H Functionalization/Annulation of Phenylglycinol Derivatives with Alkynes. Journal of Organic Chemistry, 2020, Vol. 85, No. 6, 4482.-4499.lpp. ISSN 0022-3263. e-ISSN 1520-6904. Pieejams: doi:10.1021/acs.joc.0c00207

Publikācijas valoda
English (en)