构建氨基环醇的不对称立体发散策略。
Asymmetric stereodivergent strategy towards aminocyclitols.
作者信息
Trost Barry M, Malhotra Sushant
机构信息
Department Of Chemistry, Stanford University, Stanford, CA (USA).
出版信息
Chemistry. 2014 Jul 1;20(27):8288-92. doi: 10.1002/chem.201402175. Epub 2014 May 28.
Abstract
A concise asymmetric synthesis of aminocyclitols, such as diastereomeric 2-deoxystreptamine analogues and conduramine A, is described. The Pd-catalyzed asymmetric desymmetrization of meso 1,4-dibenzolate enables the synthesis of highly oxidized cyclohexane architectures. These scaffolds can potentially be used to access new aminoglycoside antibiotics and enantiomerically pure α-glucosidase inhibitors.
摘要
本文描述了一种简洁的氨基环醇的不对称合成方法，例如非对映体的2-脱氧链霉胺类似物和康杜拉明A。钯催化的内消旋1,4-二苯甲酸酯的不对称去对称化反应能够合成高度氧化的环己烷结构。这些骨架有可能用于制备新型氨基糖苷类抗生素和对映体纯的α-葡萄糖苷酶抑制剂。
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