Reduction of symmetrical intramolecular diarylmethyl ethers (3a and 8a) and amines (3b and 8b) with alkali metals in THF allows the generation of unsymmetrical oxy- or amino-functionalised arylmethyl organometallics. Such intermediates were successfully trapped with various electrophiles, allowing a new access to unsymmetrically 2,2'-disubstituted-1,1'-biaryls (5aa-5bf) and 1,8-disubstituted naphthalenes
Reductive Cleavage of Benzannelated Cyclic Ethers and Amines: Synthetic Applications / Azzena, U.G., Salvatore, D., Luciano, P., Elisabetta, P.. - In: TETRAHEDRON. - ISSN 0040-4020. - 56:(2000), pp. 8375-8382. [10.1016/S0040-4020(00)00783-3]
Reductive Cleavage of Benzannelated Cyclic Ethers and Amines: Synthetic Applications
AZZENA, Ugo Gavino;
2000-01-01
Abstract
Reduction of symmetrical intramolecular diarylmethyl ethers (3a and 8a) and amines (3b and 8b) with alkali metals in THF allows the generation of unsymmetrical oxy- or amino-functionalised arylmethyl organometallics. Such intermediates were successfully trapped with various electrophiles, allowing a new access to unsymmetrically 2,2'-disubstituted-1,1'-biaryls (5aa-5bf) and 1,8-disubstituted naphthalenesI documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
