Patent ID: 7582758

Claim:
A method for the diastereoselective preparation of compounds of Formula II: wherein: V is selected from group consisting of aryl, and monocyclic heteroaryl, all optionally substituted with 1-4 substituents; W and W′ are independently selected from the group consisting of H, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted monocyclic aryl, and optionally substituted monocyclic heteroaryl; Z is selected from the group consisting of halogen, —CN, —COR 3 , —CONR 4 2 , —CO 2 R 3 , —CHR 2 OC(O)R 3 , —CHR 2 OC(S)R 3 , —CHR 2 OC(O)SR 3 , —CHR 2 OCO 2 R 3 , —OR 3 , —SR 3 , —R 2 , —NR 3 2 , —OCOR 3 , —OCO 2 R 3 , —SCOR 3 , —SCO 2 R 3 , —(CH 2 ) p —OR 4 , and —(CH 2 ) p —SR 4 ; T is selected from the group consisting of H and lower alkyl; R 2 is hydrogen or lower alkyl; R 3 is alkyl; R 4 is alkyl or acyl; p is 2 or 3; r is 0 or 1, and s is 0 or 1; R 5 is a monovalent amine protecting group, and R 6 is hydrogen; or, R 5 and R 6 taken together are a divalent amine protecting group; the method comprising: combining a 1-(V)-1,3-propane diol with a compound of Formula III in the presence of a Lewis acid: wherein the ratio of cis- to trans-diastereomers of the compounds of Formula II formed is greater than or equal to 3:1.