mixture was stirred under vacuum at 50 C for five days. After polymerization was

determined to be complete, a small volume of THF was added to dissolve the polymer

(10). The resultant polymer solution was placed on a Teflon film-casting dish and the

solvent was allowed to evaporate. H NMR (300 MHz, CDC13, ppm): 6 0.83-1.01 (m,

7H), 1.07-1.42 (m, 25H), 1.46-1.65 (m, 6H), 1.9-2.06 (q, 4H), 2.1-2.19 (t, 2H), 2.26-2.34

(t, 2H), 3.98-4.13 (m, 2H), 4.23-4.36 (m, 1H), 5.26-5.41 (m, 2H), 5.44-5.58 (s, 1H). 13C

NMR (75 MHz, CDC13, ppm): 6 22.25, 22.59, 23.10, 24.88, 25.0, 25.88, 27.23, 29.16,

29.22, 29.32, 29.34, 29.39, 29.66, 32.62, 34.25, 36.91, 40.82, 46.47, 66.22, 129.85,

130.33, 172.73, 173.77.

Synthesis of Isoleucinol Polymer (11)

 A schlenk flask was placed under vacuum for 24 hours at 50 C containing 1.50

grams L-isoleucinol diene monomer (5) and a small stir bar. After 24 hours 11.0 mg (1.3

x 10-2mmol) of 2nd generation Grubbs' catalyst was added to the schlenk flask. The

mixture was stirred under vacuum at 50 C for five days. After polymerization was

determined to be complete, a small volume of THF was added to dissolve the polymer

(11). The resultant polymer solution was placed on a Teflon film-casting dish and the

solvent was allowed to evaporate. H NMR (300 MHz, CDC13, ppm): 6 0.90-0.97 (m,

6H), 1.06-1.44 (m, 20H), 1.42-1.68 (m, 4H), 1.88-2.06 (m, 4H), 2.12-2.22 (t, 2H), 2.24-

2.34 (t, 2H), 4.2-4.34 (m, 2H), 4.17-4.28 (q, 1H), 5.27 (m, 2H), 5.55-5.67 (s, 1H). 13C

NMR (75 MHz, CDC13, ppm): 6 11.55, 15.5, 2511, 25.61,26.03, 29.31, 29.44, 29.55,

29.80, 32.76, 34.41, 36.33, 37.16, 52.29, 64.31, 130.48, 173.01, 174.18.