Jal. Sastre et al., REACTION OF 2,3-0-ISOPROPYLIDENE-D-GLYCERALDEHYDE AND SOME DIALKYL AND DIARYLTHIOMETHYL SULFOXIDES - STEREOCHEMICAL ASPECTS, Journal of carbohydrate chemistry, 12(3), 1993, pp. 291-308
The reaction of 2,3-O-isopropylidene-D-glyceraldehyde with different d
ialkyl and diarylthiomethyl sulfoxides occurs with a high selectivity
and produces the corresponding 1-alkyl(or 1-aryl)-sulfynil-1-alkyl(or
1-aryl) thio-3,4-O-isopropylidene-D-tetroses as pure diastereoisomers.
We have determined the absolute configuration of the three chiral cen
ters formed in these reactions.