3520
F. Molinari et al. / Tetrahedron: Asymmetry 10 (1999) 3515–3520
45 min of incubation, neat substrate (20 mM) was added and the incubation continued for 24 h under
magnetic stirring.
4.4. Analytical methods
Alcohol and ketone concentrations were determined by gas-chromatographic analysis on a Carlo Erba
Fractovap GC equipped with a hydrogen flame ionization detector. The column (diameter 3 mm, length
000 mm) was packed with Carbowax 1540 (10% on Chromosorb 80–100 mesh). Samples (0.2 ml) were
2
taken at intervals and added to an equal volume of an internal standard (1-heptanol) solution in methanol.
The stereochemical outcome of the transformations was expressed as enantiomeric excess (ee) of the
major enantiomer. The alcohols obtained by reduction of compounds 1–13 were extracted with ethyl
ether, dried and transformed into the corresponding butyrate esters by reaction with butyryl chloride in
5
6
dry CH Cl with 2% pyridine. The nitro-alcohols were analyzed as described before. The enantiomeric
2
2
composition was determined by gas-chromatographic analysis using a chiral capillary column (diameter
.25 mm, length 25 m, thickness 0.25 µ, DMePeBeta-CDX-PS086, MEGA, Legnano, Italy). The
0
absolute configuration was determined by comparison with authentic samples from Aldrich or obtained
as reported.
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