Patent ID: 8735630

Claim:
A method represented by Scheme 3: wherein Z is selected from the group consisting of optionally substituted aryl, heteroaryl and alkenyl; X is selected from the group consisting of Cl, Br, I, —OS(O) 2 alkyl, and —OS(O) 2 aryl; W is selected from the group consisting of alkyl, —COOH, cycloalkyl, aryl, heteroaryl, aralkyl, heteroaralkyl, —(CH 2 ) m —COOH, and —(CH 2 ) m —R 80 ; Z and W may be covalently linked; the transition metal is selected from the Group 10 metals; the base is selected from the group consisting of fluorides, hydrides, hydroxides, carbonates, phosphates, alkoxides, metal amides, and carbanions; and the ligand is selected from the group consisting of compounds represented by L: wherein R is selected independently for each occurrence from the group consisting of alkyl, cycloalkyl, aryl, heteroaryl, aralkyl, heteroaralkyl, and —(CH 2 ) m —R 80 ; R 1 is selected independently for each occurrence from the group consisting of hydrogen, halogen, alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, aralkyl, heteroaralkyl, —OR 8 , —N(R 8 ) 2 , —Si(R 8 ) 3 , and —(CH 2 ) m —R 80 ; R 2 is selected from the group consisting of hydrogen, halogen, alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, aralkyl, heteroaralkyl, —OR 8 , —N(R 8 ) 2 , —Si(R 8 ) 3 , and —(CH 2 ) m —R 80 ; R 3 is selected from the group consisting of hydrogen, halogen, alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, aralkyl, heteroaralkyl, —OR 8 , —N(R 8 ) 2 , —Si(R 8 ) 3 , —R 7 , and —(CH 2 ) m —R 80 ; R 4 is selected from the group consisting of hydrogen, halogen, alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, aralkyl, heteroaralkyl, —OR 8 , —N(R 8 ) 2 , —Si(R 8 ) 3 , —R 7 , and —(CH 2 ) m —R 80 ; R 5 is selected from the group consisting of hydrogen, halogen, alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, aralkyl, heteroaralkyl, —OR B , —N(R 8 ) 2 , —Si(R 8 ) 3 , —R 7 , and —(CH 2 ) m —R 80 ; R 6 is selected from the group consisting of hydrogen, halogen, alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, aralkyl, heteroaralkyl, —OR 8 , —N(R 8 ) 2 , —Si(R 8 ) 3 , and —(CH 2 ) m —R 80 ; R 7 is selected independently for each occurrence from the group consisting of —C(O)OM, —C(O)SM, —C(S)SM, —C(NR 8 )OM, —C(NR 8 )SM, —S(O)OM, —S(O)SM, —S(O) 2 OM, —S(O) 2 SM, —P(O)(OM) 2 , —P(O)(OR 8 )OM, —P(O)(OR 8 )NR 8 M, —P(O)(OR 8 )SM, —N(R 8 ) 3 M, —P(R 8 ) 3 M, —P(OR 8 ) 3 M, and —N(R 8 )C(NR 8 R 8 )NR 8 R 8 M; R 8 is selected independently for each occurrence from the group consisting of hydrogen, alkyl, cycloalkyl, heterocycloalkyl, aryl, heteroaryl, aralkyl, and heteroaralkyl; M is an alkali metal or an alkali earth metal; R 80 represents an unsubstituted or substituted aryl, a cycloalkyl, a cycloalkenyl, a heterocycle, or a polycycle; m is independently for each occurrence an integer in the range 0 to 8 inclusive; provided that at least one of R 3 , R 4 , or R 5 is R 7 ; and the ligand is achiral, or when chiral, is a single stereoisomer or a mixture of stereoisomers.