中文摘要：

设计了一种新的方法用于（4R,6S）-6-羟甲基-2,2-二甲基-1,3-二氧六环-4-乙酸叔丁酯（9）的合成.以廉价、易得的消旋环氧氯丙烷为起始原料,经过缩合和环氧开环得到消旋的4-（4-甲基苯甲氧基）-3-羟基丁腈（3）.在乙腈/正己烷（V∶V=1∶4）的混合溶剂中,脂肪酶Artgribactersp.催化转酯化拆分消旋3得到（S）-4-（4-甲基苯甲氧基）-3-羟基丁腈（4）,ee值98%,收率47.0%.再经过羟基保护,与溴乙酸叔丁酯缩合得到（S）-6-（4-甲基苯甲氧基）-5-羟基-3-氧代已酸叔丁酯（6）.三乙基硼手性诱导还原6得到（3R,5S）-6-对甲基苄氧基-3,5-二羟基已酸叔丁酯（7）,de值97%.最后经过二羟基保护,催化加氢脱去对甲苄基得到目标产物9.

英文摘要：

A new synthetic method for （（4R,6S）-6-hydroxymethyl-2,2-dimethyl-l,3-dioxinan-4-yl）-acetic acid tert-butyl ester was accomplished by a chemoenzymatic approach. Racemic 4-（4-methylbenzyloxy）-3- hydroxybutyronitrile （3） was firstly synthesized via condensation and epoxy opening reactions. （S）-4- （4-Methylbenzyloxy）-3-hydroxybutyronitrile （4） was obtained from resolution of racemic 3 by the lipase from Artgribacter sp. with a high enantiomeric excess （98% ee） in the mixture solvent of acetonitrile/hexane （V ： V= 1 ： 4）. Dihydroxy ester 7 was synthesized by a syn-selecfive triethylborane mediated reduction with a de value of 97%. After acid-catalyzed protection of 7 and hydrogenolysis of the benzyl protecting group, the objective 9 was obtained with a high optical purity.