The title compounds, new chirally masked α,β unsaturated aldehydes, undergo diastereoselective dihydroxylation reactions with 45–60% diastereisomeric excesses; chromatographic purification of the major diols, di-O-protection and auxiliary removal afford optically pure α,β dialkoxy aldehydes.
ASYMMETRIC DIHYDROXYLATIONS VIA CHIRAL OXAZOLIDINES / L. COLOMBO, C.M.A. GENNARI, G. POLI, C. SCOLASTICO, S. DE MUNARI. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - 26:44(1985), pp. 5459-5462. [10.1016/S0040-4039(00)98236-4]
ASYMMETRIC DIHYDROXYLATIONS VIA CHIRAL OXAZOLIDINES
C.M.A. Gennari;C. Scolastico;
1985
Abstract
The title compounds, new chirally masked α,β unsaturated aldehydes, undergo diastereoselective dihydroxylation reactions with 45–60% diastereisomeric excesses; chromatographic purification of the major diols, di-O-protection and auxiliary removal afford optically pure α,β dialkoxy aldehydes.
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