Journalartikel

3-METALATED ENAMINES .11. TRANSMETALATION OF 3-STANNYLATED ENAMINES - A NEW METHOD TO GENERATE 1-AMINOALLYLLITHIUM COMPOUNDS


AutorenlisteAHLBRECHT, H; WEBER, P

Jahr der Veröffentlichung1992

Seiten1018-1025

ZeitschriftSynthesis: Journal of Synthetic Organic Chemistry

Heftnummer10

ISSN0039-7881

VerlagThieme Publishing / Georg Thieme Verlag


Abstract
The transmetallation of 3-stannylated enamines,3 1-morpholino-3-(trialkylstannyl)cycloalk-1-enes and 3-morpholino-5-(tributylstannyl)hex-3-ene, with butyllithium is a new and general way to generate 1-aminoallyllithium compounds. Stabilization by aromatic substituents is not further necessary as in the case of preparation by deprotonation and even the thermodynamically less stable exo-amino derivatives are accessible. Therefore homoenolate-equivalents of cyclic ketones are made available. Thus, the corresponding 3-alkylated or 3-silylated cycloalkanones and alken-3-ones were prepared via the 1-morpholinoallyllithium compounds.



Zitierstile

Harvard-ZitierstilAHLBRECHT, H. and WEBER, P. (1992) 3-METALATED ENAMINES .11. TRANSMETALATION OF 3-STANNYLATED ENAMINES - A NEW METHOD TO GENERATE 1-AMINOALLYLLITHIUM COMPOUNDS, Synthesis: Journal of Synthetic Organic Chemistry(10), pp. 1018-1025

APA-ZitierstilAHLBRECHT, H., & WEBER, P. (1992). 3-METALATED ENAMINES .11. TRANSMETALATION OF 3-STANNYLATED ENAMINES - A NEW METHOD TO GENERATE 1-AMINOALLYLLITHIUM COMPOUNDS. Synthesis: Journal of Synthetic Organic Chemistry(10), 1018-1025.



Schlagwörter


CARBANIONSCONJUGATE ADDITIONORGANIC-SYNTHESISREAGENTSTIN-LITHIUM EXCHANGE


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