Found: (77.14, 10.33, 3.14). EI/HRMS [M + 1]: Calculated for C31H49NO3: 484.3712

g/mol. Found: 484.3766.

Polymer Synthesis

Synthesis of Glycinol Polymer (7)

 A schlenk flask was placed under vacuum for 24 hours at 50 C containing 0.73

grams of glycinol diene monomer (1) and a small stir bar. After 24 hours 6.5 mg (7.66 x

10-3 mmol) of 2nd generation Grubbs' catalyst was added to the schlenk flask and diluted

with 0.5 mL of dry THF. The mixture was stirred under an argon atmosphere at 50 C for

five days. Dry THF was added in 2-3 mL aliquots periodically to maintain low viscosity.

After polymerization was determined to be complete, a small volume of THF was added

to dissolve the polymer (7). 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 1.18-1.44 (m, 20H), 1.52-1.68 (m, 4H), 1.98-2.09 (q, 4H), 2.14-2.22 (t, 2H),

2.28-2.36 (t, 2H), 2.74-2.92 (m, 2H), 3.49-3.56 (m, 2H), 4.18-4.21 (m, 2H), 5.32-5.39 (s,

2H), 5.74-5.89 (s, 1H). 13C NMR (75 MHz, CDC13, ppm): 6 25.13, 25.91, 29.36, 29.51

29.59, 29.82, 32.79, 34.39, 34.81, 36.93, 38.98, 63.30, 130.55, 173.52, 174.20.

Synthesis of Alaninol Polymer (8)

 A schlenk flask was placed under vacuum for 24 hours at 50 C containing 0.50

gram of R-alaninol diene monomer (2) and a small stir bar. A mass of 4.16 mg (4.9 x

10-3 mmol) of 2nd generation Grubbs' catalyst was added to the schlenk flask. The flask

was heated at 65 C for 24 hours under full vacuum. After 24 hours the monomer and

catalyst melt was dissolved in 0.5 mL of dry THF. The mixture was stirred under an

argon atmosphere at 50 C for five days. Dry THF was added in 2-3 mL aliquots

periodically to maintain low viscosity. After polymerization was determined to be