Journal article

Publication year: 1992

Pages: 1018-1025

Journal: Synthesis: Journal of Synthetic Organic Chemistry

Issue number: 10

ISSN: 0039-7881

Publisher: Thieme 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.

Harvard Citation style: AHLBRECHT, 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 Citation style: AHLBRECHT, 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.