M. Kosugi et al., PALLADIUM-CATALYZED REACTION OF 1-AZA-5-GERMA-5-ORGANOBICYCLO[3.3.3]UNDECANE WITH ARYL BROMIDE, Journal of organometallic chemistry, 508(1-2), 1996, pp. 255-257
Successive treatment of triallylamine with zirconocene chloride hydrid
e and germanium tetrachloride affords 1-aza-5-germa-5-chlorobicyclo[3.
3.3]undecane, which is converted to the 5-organo derivatives by the re
action with Grignard or lithium reagents. The organo groups showed hig
her reactivities toward Stille-type coupling than the corresponding or
ganotributylgermanes.