(R)-DTBM-SEGPHOS

Reaction

1. Rhodium catalyzed chemo-, regio, and entantioselective [2 + 2 + 2] cycloaddition of alkynes with isocyanates.
2. With copper, enantioselective cross Aldol-type reaction of acetonitrile.
3. With copper, enantioselective vinylsilane alkenylation of aldehydes.
4. Gold carbene mediated stereoselective cyclopropanation of propargyl esters.
5. With copper, enantioselective 1,2-reduction of ketones, and 1,4-reduction of a α,β-usaturated esters.
6. With copper, catalytic enantioselective Mannich-type reaction.
7. Enantioselective fluorination of b β-keto esters, tert-butoxycarbonyl lactones and lactmes with Sodeoka's Pd-aqua complex and a fluorinating reagent.
8. Rh-catalyzed intramolecular olefin or carbonyl hydroacylation.
9. Pd-catalyzed γ-arylation of β,γ-unsaturated ketones.
10. Involved in numerous conjugate alkynylation, and ring-opening alkynylation of azabenzonorbornadienes.
11. Involved in asymmetric hydroamination of bicyclic alkenes/dienes,13a diamination of conjugated dienes,13b and hydroalkoxylation/hydrosulfenylation of allenes.

Uses

• [3,3]-Sigmatropic rearrangements using cyclopropane probes
• Asymmetric intramolecular hydroacylation of ketoaldehydes

• The synthesis of gold-diphosphine complexes for use as catalysts
• Cycloaddition of allenenes to yield alkylidenecyclobutanes