Structural elaboration of the surprising ortho-zincation of benzyl methyl ether.
Breaking with convention, the reaction of the sodium zincate, [(TMEDA)Na(mu-TMP)(mu-(t)Bu)Zn((t)Bu)] with benzyl methyl ether (PhCH(2)OMe) produces exclusively an ortho-zincated intermediate [(TMEDA)Na(mu-TMP)(mu-C(6)H(4)CH(2)OMe)Zn((t)Bu)] instead of the expected "thermodynamic" alpha-metallated product.
Balloch
Liam
L
WestCHEM, Department of Pure and Applied Chemistry, University of Strathclyde, Glasgow, UK G1 1XL.
Kennedy
Alan R
AR
Klett
Jan
J
Mulvey
Robert E
RE
O'Hara
Charles T
CT