手性alfa-酰化羟基膦酸酯类化合物对HIV蛋白酶、高血压蛋白酶（renin）、肾素合成酶、EPSP合成酶等多种酶具有抑制作用，但是目前对合成光学纯alfa-酰化羟基膦酸酯的方法的报道很少。本项目以醛为起始原料，结合金属有机催化剂和脂肪酶催化剂，通过对金属有机配合物催化的不对称催化合成（“前反应”）和脂肪酶催化的选择性水解反应（“后反应”）的分别研究，探索能够同时满足两个反应的适配条件及适配规律，从而完成两反应的完美耦合，形成环境友好的合成方法——Minor Enantiomer Recycling（MER），使之相互促进，相得益彰，高活性、高选择性地制备出一系列光学纯alfa-酰化羟基膦酸酯类化合物。重点考察研究MER中反应试剂、催化剂及反应介质等因素对适配规律的影响，通过对该项目中新试剂、新方法及新反应模式的研究，丰富手性化合物合成领域内容。

Chiral acetoxyphosphonates have received significant attention due to their potential biological activities, like as the inhibitor of HIV protease, renin, renin synthetase, EPSP synthetase. But so far there is only a few reports about synthesizing optical pure acetoxyphosphonates. In this research, a environment-friendly recycling process whereby the minor, undesired, enantiomer is continuously transferred to starting material with biocatalyst. So, aldehydes will be used as starting material, orgnometallic catalyst and lipase as catalytic system, through studying the forward reaction of asymmetric catalysis by orgnometallic catalyst and the backward reaction of selective hydrolysis by lipase, to achieve the coupling of the two procedures-----Minor Enatiomer Recycling (MER). Continuous recycling of the minor product enantiomer obtain from the acylphosphonylation of prochiral aldehydes provides access to highly enantiomerically enriched products. The conditions for realizing MER, like reagent, catalytic system, slovent ect. will be studied systematicly. Additionally, this research will provide a new way for chiral synthesis.