Asymmetric Conjugate Additions of Chiral Phosphonamide Anions to α,β-Unsaturated Carbonyl Compounds. A Versatile Method for Vicinally Substituted Chirons

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Abstract
Reactions of anions derived from chiral nonracemic allyl, crotyl, and cinnamyl bicyclic C2-symmetrical phosphonamides with α,β-unsaturated cyclic ketones, esters, lactones, and lactams take place at the γ-position of the reagents. The products are diastereomerically pure or enriched β-substituted carbonyl compounds. The method also provides easy access to vicinal substitution of as many as three stereogenic centers including in some cases quaternary carbon atoms, in a one-pot sequence.

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