Tetrahedron Asymmetry p. 371 - 374 (1992)
Update date:2022-09-26
Topics:
Saba, Antonio
2,3-O-isopropylidene -D(+)-glyceraldehyde reacts with di-l-menthylmalonate to give the penturonates 2a, and 3a in an erythro-threo 8.5:1 ratio.The C2-branched sugars 2-deoxy-2-hydroxymethyl-3,4-erythro-pentitol 6 and 2-deoxy-2-hydroxymethyl-3,4-threo-pentitol 7 were obtained by submitting 2a and 3a to routine procedures.The same reaction, performed with di-d-menthylmalonate, resulted in a decreased diastereoselectivity, providing a 2.5:1 mixture of erythro and threo diastereomers.
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