Chiral ruthenium Lewis acid catalyzed intramolecular Diels-Alder reactions.

Authors :: Thamapipol S
Bernardinelli G
Besnard C
Kündig EP
Source :: Organic letters [Org Lett] 2010 Dec 17; Vol. 12 (24), pp. 5604-7. Date of Electronic Publication: 2010 Nov 17.
Publication Year :: 2010
Abstract: Single point binding ruthenium Lewis acid catalysts [Ru(acetone)(S,S)-BIPHOP-F)Cp][SbF(6)] ((S,S)-1b) and [Ru(acetone)(S,S)-BIPHOP-F)(indenyl)][SbF(6)] ((S,S)-1c) efficiently catalyze intramolecular Diels-Alder (IMDA) reactions under mild conditions to afford the endo cycloaddition products as the major product in excellent yields with high diastereo- and enantioselectivities.