Arylmethyl alkyl ethers 1a-11 were metallated with n-BuLi or sec-BuLi in THF at different temperatures, affording alpha-alkoxy-substituted arylmethyllithium derivatives. At low temperature, the organometallics derived from methyl and isopropyl ethers are sufficiently stable to react with added electrophiles affording the expected products 4aa-4jb. On the contrary, under similar conditions, lithium derivatives of primary alkyl benzyl ethers rapidly decay to benzyl alcohol 3
Metalation of arylmethyl alkyl ethers / Azzena, Ugo Gavino; Luciano, Pilo; Alessandra, Sechi. - In: TETRAHEDRON. - ISSN 0040-4020. - 54:(1998), pp. 12389-12398. [10.1016/S0040-4020(98)00758-3]
Metalation of arylmethyl alkyl ethers
AZZENA, Ugo Gavino;
1998-01-01
Abstract
Arylmethyl alkyl ethers 1a-11 were metallated with n-BuLi or sec-BuLi in THF at different temperatures, affording alpha-alkoxy-substituted arylmethyllithium derivatives. At low temperature, the organometallics derived from methyl and isopropyl ethers are sufficiently stable to react with added electrophiles affording the expected products 4aa-4jb. On the contrary, under similar conditions, lithium derivatives of primary alkyl benzyl ethers rapidly decay to benzyl alcohol 3I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
