Acylation of Chiral Alcohols: A Simple Procedure for Chiral GC Analysis

Table 6

Separation factor values (α) of the stereoisomers of some diols and their corresponding acetyl derivatives.

Entry		T (°C)	I	ALCOHOL		α	AC		α	diAC		α
				RT			RT			RT
1		120		11, 83	12,62	1,03	10,08	13,68	1,07	9,23	9,50	1,34	a
2		110	trans	14.23 (S,S)	15.76 (R,R)	1.11	11.14 (S,S)	12.13 (R,R)	1.10	8.07 (S,S)	9.26 (R,R)	1.15	a
			cis	14.97	—	—	10.23	10.41	1.02	9.02	—	—
3		120	trans	14.12	14.12	1.00	9.58	10.15	1.06	5.88	6.86	1.17	a
			cis	14.64	—	—	10.97	11.25	1.02	7.79	—	—

T: GC analysis temperature, (°C); I: isomer; RT: retention time; AC: monoacetyl derivative; diAC: diacetyl derivative; the elution order of the acetylated enantiomers was assumed from the literature [34, 35]; a: ¹H and ¹³C NMR spectral data in the appendix.