Reactions of olefin derivatives in the presence of metathesis catalysts

A method for synthesizing a musk macrocycle, represented by Formula (K)

• the method comprising:
• a) contacting an olefin represented by Formula (G)
• with at least one metathesis reaction partner represented by Formula (H)
• in the presence of at least one Group 8 metal olefin metathesis catalyst under conditions sufficient to form a metathesis product, wherein the at least one metathesis catalyst is represented by the structure of Formula (4):
• wherein:
• R1m is H or methyl;
• OR2m is a protected hydroxyl group;
• R3m is branched or straight C1-C5 alkyl;
• x is 2, 3, 4 or 5;
• y is 5, 6, 7, or 8;
• M is a Group 8 transition metal;
• L2 is a neutral electron donor ligand;
• n is 0 or 1;
• Ra is hydrogen, unsubstituted hydrocarbyl, substituted hydrocarbyl, unsubstituted heteroatom-containing hydrocarbyl, or substituted heteroatom-containing hydrocarbyl;
• Rb is hydrogen, unsubstituted hydrocarbyl, substituted hydrocarbyl, unsubstituted heteroatom-containing hydrocarbyl, or substituted heteroatom-containing hydrocarbyl;
• or Ra and Rb are linked together to form a five or a six-heterocyclic membered ring with the sulfoxide group;
• X1 and X2 are independently anionic ligands;
• R1 and R2 are independently hydrogen, unsubstituted hydrocarbyl, substituted hydrocarbyl, unsubstituted heteroatom-containing hydrocarbyl, or substituted heteroatom-containing hydrocarbyl;
• or R1 and R2 are linked together to form an optionally substituted indenylidene;
• X5 and Y5 are independently C, CR3A or N;
• and only one of X5 or Y5 can be C or CR3A;
• R3A is hydrogen, unsubstituted hydrocarbyl, substituted hydrocarbyl, unsubstituted heteroatom-containing hydrocarbyl, or substituted heteroatom-containing hydrocarbyl;
• Q is a two-atom linkage having the structure or —[CR11R12]s—[CR13R14]t— or —[CR11═CR13]—;
• R11, R12, R13 and R14 are independently hydrogen, unsubstituted hydrocarbyl, substituted hydrocarbyl, unsubstituted heteroatom-containing hydrocarbyl, or substituted heteroatom-containing hydrocarbyl;
• “s” and “t” are independently 1 or 2;
• R3 is unsubstituted hydrocarbyl, substituted hydrocarbyl, unsubstituted heteroatom-containing hydrocarbyl, or substituted heteroatom-containing hydrocarbyl;
• and
• R4 is unsubstituted hydrocarbyl, substituted hydrocarbyl, unsubstituted heteroatom-containing hydrocarbyl, or substituted heteroatom-containing hydrocarbyl.