Diisopropyl D-tartrate 7 was efficiently transformed into the hexacarbonyl dicobalt complexed aldehyde 23. A highly stereocontrolled aldol reaction of 23 with the O,S-acetal 20 in the presence of tin(IV) chloride provided, after decomplexation, the aldol adduct 21 as the sole product, which was subsequently converted into (+)-bengamide E 5.
C. Mukai, S. M. Moharram, O. Kataoka and M. Hanaoka, J. Chem. Soc., Perkin Trans. 1, 1995, 2849 DOI: 10.1039/P19950002849
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