Table 3.

Nuclear magnetic resonance (NMR) analysis of derivatized and nonderivatized alcohols.

Proton (–)-GEBR-32a	1a	1b	Δδ = δS − δRa
H5	6.28	6.40	−0.12
H6	6.99	7.28	−0.29
H7	4.30–4.23	4.45–4.32	−0.15/0.09
H9	2.50	2.53	−0.03
H10	2.61–2.34	2.52–2.34	0.09
H11	3.57	3.60	−0.03
Proton (+)-GEBR-32a	2a	2b	Δδ = δS − δR
H5	6.40	6.29	0.11
H6	7.36	6.99	0.37
H7	4.42–4.30	4.31–4.23	0.09/0.07
H9	2.48	2.51	−0.03
H10	2.51–2.34	2.62–2.36	−0.11/−0.02
H11	3.59	3.61	−0.02

^a δ_S = chemical shift of the (S)-methoxy-α-trifluoromethyl-α-phenylacetic acid (MTPA) ester and δ_R = chemical shift of the (R)-MTPA ester.