Complete Characterization of a Chiral Lewis Acid−Product Complex for the Enantioselective Diels−Alder Reaction between Methacrolein and Cyclopentadiene: Mechanistic Considerations
Organometallics2007Vol. 26(25), pp. 6493–6496
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Daniel Carmona, M.P. Lamata, Fernando Viguri, Ricardo Rodrı́guez, Carmen Barba, Fernando J. Lahoz, M. Luisa Martín, Luis A. Oro, Luis Salvatella
Abstract
The Diels−Alder reaction between methacrolein and cyclopentadiene catalyzed by [(η5-C5Me5)Ir{(R)-Prophos}(methacrolein)][SbF6]2 is inhibited by the products, this feature allowing, for the first time, the spectroscopic and crystallographic characterization of the major Lewis acid−product intermediate involving an enal as a dienophile.
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