Reported here is the asymmetric synthesis of N‐Boc‐protected (2S,3S)‐3‐amino‐2‐hydroxyoctadecanoic acid, a component of ralstonin A and ralstoamide A. Key synthetic steps include alkylation of chiral Ni(II) complex of glycine Schiff base, conversion of COOH to keto acid (CO−COOH) and reduction of the carbonyl group to generate α‐hydroxy functionality. The structure and absolute configuration of (2S,3S)‐N‐Boc‐3‐amino‐2‐hydroxyoctadecanoic acid was shown to be identical to that of the naturally occurring compound.

中文翻译：

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氨基酸席夫碱Ni（II）络合物化学合成人参皂苷A的Ahod部分

此处报道的是N -Boc保护的（2 S，3 S）-3-氨基-2-羟基十八碳烯酸，雷司菌素A和雷斯托酰胺A的组分的不对称合成。关键的合成步骤包括手性Ni（II）配合物的烷基化甘氨酸席夫碱的合成，COOH转化为酮酸（CO-COOH）以及羰基还原生成α-羟基官能团。已证明（2 S，3 S）‐ N ‐Boc‐3‐氨基‐2‐羟基十八碳二烯酸的结构和绝对构型与天然化合物相同。