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The synthesis of the chiral ligand (R,R)-BIPHOP-F is detailed. Its coordination to a cationic cyclopentadienyl ruthenium fragment generates [Ru (acetone)(R,R)-BIPHOP-F)Cp][SbF 6 ], a transition metal Lewis acid that catalyzes the [3+2] dipolar cycloaddition reaction between aryl nitrile oxides and α,β-unsaturated aldehydes to give chiral 2-isoxazolines with yields of 43–98% and asymmetric...
Various chiral oxacyclic dienes were synthesized via enyne metathesis using Grubbs catalyst (PCy 3 ) 2 Cl 2 Ru CHPh. A series of substrates bearing a 1,2-diol skeleton was prepared from (2S)-(benzyloxy)-propanal. The enyne metathesis proceeds smoothly in CH 2 Cl 2 at 23 o C with a low loading of catalyst (2.0mol%) under ethylene gas (1-2.5atm), giving...
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