Ramberg-Backlund syntheses and chemodirected annulations of

Jan 1, 1989 - Paul Evans , Paul Johnson , Richard J. K. Taylor. European Journal of Organic ... Lutz F. Tietze , Ralph Schimpf. Chemische Berichte 199...
0 downloads 0 Views 443KB Size
779

J. Am. Chem. SOC.1989, I 1 1, 779-782 Scheme I

The results of stoichiometric model reactions and N M R Further mechanistic studies of the current system and extensions monitoring experiments support the essential features of the to other substrates are in progress.16 proposed mechanism in Scheme I. Key observations are as Acknowledgment. This work was supported by the National follows. (1) Complex 4 is stable in the presence of excess picoline Science Foundation (Grant CHE-8706294) and the donors of the (Le., no 6-Me, 2-'Pr-pyridine is evolved), and H2 is required for Petroleum Research Fund, administered by the American catalysis. These results imply that Zr-C bond cleavage in 4 occurs Chemical Society (Grant 19467-AC3). We thank Professor Rob by hydrogenolysis and not by a C-H abstraction reaction of a Ronald for valuable discussions and suggestions and Sam Borring-opened Cp2Zr(CH2CH(Me)(6-Me-pyrid-2-yl)J(picoline)+ kowsky and Don Appel for timely assistance with several exspecies. (2) Reaction of 4 with H 2 in CH2C12(