Cp2ZrCl2/EtMgBr-Catalyzed Addition of Diethylzinc to Alk-2-yn-1-amines.
- Resource Type
- Article
- Authors
- Gabdullin, A. M.; Kadikova, R. N.; Ramazanov, I. R.
- Source
- Russian Journal of Organic Chemistry. Dec2023, Vol. 59 Issue 12, p2132-2137. 6p.
- Subject
- *DIETHYLZINC
*RING formation (Chemistry)
*MORPHOLINE
*PIPERIDINE
*ZINC
- Language
- ISSN
- 1070-4280
The addition of diethylzinc to alk-2-yn-1-amines catalyzed by Cp2ZrCl2/EtMgBr resulted in regio- and stereoselective formation of (Z)-allk-2-en-1-amines in high yields. The presence of a morpholine or piperidine fragment in the initial propargylamine did not prevent the regio- and stereoselective addition. Carbocyclization of α,ω-bis(aminomethyl)alkadiynes was performed for the first time via Cp2ZrCl2/EtMgBr-catalyzed carbozincation with diethyl zinc. A probable mechanism of this reaction was proposed. [ABSTRACT FROM AUTHOR]