摘要：

The SmI2 induced cross-coupling of chiral N-tert-butanesulfinyl imine 10 with aldehyde 11 to form hydroxymethyl-β-amino alcohol 9(yield,77%) with high diastereoselectivity(99%,de) is described in this paper.It has been used as the key step for asymmetric synthesis of(-)-deoxoprosophylline 1.Moreover,our route features the formation of anti-hydroxymethyl-β-amino alcohol,which might be generally applicable in the synthesis of various 2-hydroxymethyl-6-alkylated-3-hydroxy piperidine alkaloids and their deoxygenated derivatives with structural and biological importance.

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