Mimicking dihydroxy acetone phosphate-utilizing aldolases through organocatalysis: a facile route to carbohydrates and aminosugars.
Mimicking dihydroxy acetone phosphate-utilizing aldolases through organocatalysis: a facile route to carbohydrates and aminosugars.
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DOI：
10.1021/ol0502533
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发表时间：
2005-03
期刊：
影响因子：
5.2
通讯作者：
J. Suri;Dhevalapally B. Ramachary;C. Barbas
中科院分区：
文献类型：
--
作者：
J. Suri;Dhevalapally B. Ramachary;C. Barbas
[反应：已经开发了一种设计用于模拟DHAP醛缩酶的实用且环境友好的有机催化策略，并且显示其在制备碳水化合物和氨基糖中是有效的。（S）-脯氨酸和（S）-2-吡咯烷-四唑催化二羟基丙酮衍生物如1，3-二氧六环-5-酮和2，2-二甲基-1，3-二氧六环-5-酮与醛的羟醛缩合反应，以很好的产率和很高的ee得到相应的多元醇。
[reaction: see text] A practical and environmentally friendly organocatalytic strategy designed to mimic the DHAP aldolases has been developed and shown to be effective in the preparation of carbohydrates and aminosugars. (S)-Proline and (S)-2-pyrrolidine-tetrazole catalyzed the aldol reaction between dihydroxy acetone variants such as 1,3-dioxan-5-one and 2,2-dimethyl-1,3-dioxan-5-one with aldehydes to give the corresponding polyols in good yields with very high ees.