PROCESS FOR THE PREPARATION OF ENANTIOMERICALLY ENRICHED COMPOUNDS

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United States of America Patent

SERIAL NO

12114716

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Abstract

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Process for the preparation of enantiomerically enriched compounds of formula Ar--C(R.sup.1)--C(R.sup.2)-Z wherein Ar represents an optionally substituted (hetero)aryl group R.sup.1 and R.sup.2, each independently, represent H, an alkyl, (hetero)aryl, dialkylamino, amido, thioether, alkoxy or aryloxy group with the proviso that not both R.sup.1 and R.sup.2 represent H, or R.sup.1 and R.sup.2 form together with the C-atoms to which they are bound a (hetero)alkyl or (hetero)alkenyl ring and Z represents an electron withdrawing group, in which process a boronic acid derivate of formula Ar--B(OR.sup.3)OR.sup.4 or its anhydride, wherein R.sup.3 and R.sup.4, each independently, represent H or an alkyl group, is reacted with an olefinic unsaturated compound of formula R.sup.2--C.dbd.C--(R.sup.1)Z in the presence of a transition metal catalyst comprising a transition metal chosen from Cu and group VIII and an enantiomerically enriched ligand L, having formula (I) where C.sub.n together with the two O-atoms and the P-atom forms a substituted or nonsubstituted ring with 2-6 C-atoms, R.sup.5 and R.sup.6 each independently represent H, an optionally substituted alkyl, aryl, alkaryl, or aralkyl group, or the group of formula (II) wherein C.sub.n.sup.1 may have the same meanings as given for C.sub.n and B represents a bridging group, or R.sup.5 and R.sup.6 may form a heterocyclic ring together with the N-atom to which they are bound.

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Patent Owner(s)

Patent OwnerAddress
DSM IP ASSETS B VNETHERLANDS GELEEN LIMBURG

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Inventor(s)

Inventor Name Address # of filed Patents Total Citations
BOITEAU, Jean-Guy France US 1 1
FERINGA, Ben US 3 2
IMBOS, Rosalinde US 2 1
MINNAARD, Adriaan Jacobus US 4 2

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