Conjugate addition diastereoselectivity

Copper-mediated Diastereoselective Conjugate Addition and Allylic Substitution Reactions... [Pg.188]

Diastereoselective conjugate additions to chital Michael acceptors in which the part initially heating the chital information is removable ii.e., a chital auxiliary) provides a means to synthesize enantiomerlcally pure conjugate adducts. Chital auxiliaries iduould ideally he readily available in both enantiomeric fornts. Tliey should... [Pg.202]

Diastereoselective conjugate addition of oxygen and nitrogen- centered nucleophiles to nitroalke-nes derived from (+)-camphoisulfonic acid and ozonolysis give a-hydroxy and a-amino thiol acid derivatives (Eq. 4.39). In all cases, the (/ )-diasteromer is formed as the major component.49... [Pg.82]

Diastereoselective conjugate addition of nucleophiles to enones, enals, and enoates occurs with high stereocontrol and constitutes a powerful method in stereoselective synthesis.185... [Pg.115]

Scheme 6.5. Rationale for the stereochemical outcome of diastereoselective conjugate addition to cyclohexenones 20 and 21.

Scheme 6.21. Lewis acid-promoted diastereoselective conjugate addition to enone 98 (Bn = benzyl).

Tab. 6.5. A selection of auxiliary controlled diastereoselective conjugate additions with organocopper reagents. (TMEDA = N,N,N, N -tetramethylethylenediamine, Piv = pivaloyl)... [Pg.204]

Scheme 10.6. Transition states for diastereoselective conjugate additions. In solution, the lithium and M cations must be fully solvated with solvent molecules. The Me—Li association (indicated with an asterisk) will be extremely weak or nonexistent in solution.

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