Asymmetric ring-closing metathesis reactions

Details Asymmetric ring-closing metathesis reactions Asymmetric ring-closing metathesis reactions

1998-02-19

2000-09-19

Killos, Paul J.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heavy metal containing

556 63, G07F 1100

Patent

active

061214736

ABSTRACT:
A composition and method for the catalytic conversion of a racemic mixture of dienes to a cyclic olefin by a ring-closing metathesis (RCM) reaction are disclosed. The composition, a transition metal complex with an M.dbd.C reaction site, contains a bidentate dialkoxide of at least 80% optical purity. Because the M.dbd.C reaction site is of a sufficient shape specificity, conferred in part by the dialkoxide of sufficient rigidity and a M.dbd.N--R.sup.1 site, reacting the composition with a mixture of two enantiomcric dienes results in an olefin metathesis product that has at least a 50% enantiomeric excess of one enantiomer in the mixture. A method is also provided for reacting a composition with a racemic diene mixture to generate a metathesis product that has an enantiomeric excess of at least 50%.

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