ChemInform Abstract: Reverse Transmetalation: A Strategy for Obtaining Certain Otherwise Difficultly Accessible Organometallics.

ChemInform Abstract

Treatment of the cubanecarboxamide (Ia) with the lithium piperidide (II) under equilibrating conditions gives only 3% of the lithium derivative (Ib). In contrast, (Ib) is formed in high yields by reverse transmetalation via the mercury derivative (Ic). Following a similar path, the diamide (V) is converted to the di-Grignard (VII), from which the cubane tetraacid derivative (IX) is obtained. The reverse transmetalation procedure is also applied to the cyclopropane system, thus giving the cis-dicarboxycyclopropane (XII).