Enzymatic desymmetrization of meso cis-2,6-and cis,cis-2,4,6-substituted piperidines.: Chemoenzymatic synthesis of (5S,9S)-(+)-indolizidine 209D
Enzymatic desymmetrization of meso cis-2,6-and cis,cis-2,4,6-substituted piperidines.: Chemoenzymatic synthesis of (5S,9S)-(+)-indolizidine 209D
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DOI：
10.1016/s0957-4166(99)00315-8
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发表时间：
1999-08-13
影响因子：
--
通讯作者：
Dasser, M
中科院分区：
文献类型：
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作者：
Chênevert, R;Ziarani, GM;Dasser, M
在南极假丝酵母脂肪酶的催化下，用醋酸乙烯酯(溶剂和酰基供体)对中位哌啶类化合物3a，b进行立体选择性酰化反应，得到了高对映体纯度的(2S，6R)和(2S，4R，6R)单酯2a，b。以(2S，6R)-2a为原料，经八步反应制得(5S，9S)-(+)-吲哚里西定209D。(C)1999爱思唯尔科学有限公司。保留所有权利。
The stereoselective acylation of meso piperidines 3a,b by vinyl acetate (solvent and acyl donor) in the presence of Candida antarctica lipase gave the corresponding (2S,6R) and (2S,4R,6R) monoesters 2a,b in high enantiomeric purity. (5S,9S)-(+)-Indolizidine 209D was prepared in eight steps from (2S,6R)-2a. (C) 1999 Elsevier Science Ltd. All rights reserved.