SPECIALTOPIC	Synthesis 2002: 1601-1606 DOI: 10.1055/s-2002-33345
© Georg Thieme Verlag Stuttgart · New York
Substituted Pyridylamide Ligands in Microwave-Accelerated Mo(0)-Catalysed Allylic Alkylations
Oscar Belda, Christina Moberg*
Department of Chemistry, Organic Chemistry, KTH, 100 44 Stockholm, Sweden Fax: +46(8)7912333; e-Mail: kimo@kth.se;
Received 21 May 2002

Abstract

Novel 4- and 6-substituted bis-pyridylamides were prepared by microwave accelerated nucleophilic substitution of the 4- and 6-halo substituted derivatives of the parent ligand 1a. The ligands were used in the asymmetric allylation of cinnamyl carbonate catalysed by Mo(0) in which the 4-chloro- and 4-pyrrolidyl substituted ligand derivatives exhibited high regioselectivity (74:1 and 88:1, respectively) and enantioselectivity (96% ee), whereas 6-substituted ligands afforded no product under the same conditions. Other allylic substrates were used to explore the generality of the procedure.

Key words

molybdenum - allylations - asymmetric catalysis - pyr­idylamides - microwaves