C-Quaternary Alkynyl Glycinols via the Ritter Reaction of Cobalt Complexed Alkynyl Glycols
10th Paul Walden Symposium on Organic Chemistry 2017
Konstantinos Grammatoglou, Jekaterina Boļšakova

Ritter reaction of diols or triols with acetonitrile gave access to oxazolines in good yields and substrate scope. BF3∙Et2O was the Lewis acid of choice and the cyclization took place even with TBS protected alcohols. The Ritter reaction was promoted by carbocation stabilization from the Co2(CO)6 complex formed. A novel method with DDQ was developed for the cleavage of the Co-complex, giving higher yields compared to commonly used reagents. NMO was the reagent of choice for the cleavage of the Co-complex in substrates derived from triols. Finally selected oxazolines were transformed to corresponding glycinols in mild conditions.


Atslēgas vārdi
Ritter reaction, cobalt, Glycinol, Quaternary

Grammatoglou, K., Boļšakova, J. C-Quaternary Alkynyl Glycinols via the Ritter Reaction of Cobalt Complexed Alkynyl Glycols. No: 10th Paul Walden Symposium on Organic Chemistry, Latvija, Riga, 15.-16. jūnijs, 2017. Riga: 2017, 49.-49.lpp.

Publikācijas valoda
English (en)
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