有机硼催化的β-2-脱氧糖苷键的区域和立体选择性形成。
Organoboron-catalyzed regio- and stereoselective formation of β-2-deoxyglycosidic linkages.
作者信息
Beale Thomas M, Moon Patrick J, Taylor Mark S
机构信息
Department of Chemistry, University of Toronto , 80 St. George Street, Toronto, ON M5S 3H6, Canada.
出版信息
Org Lett. 2014 Jul 3;16(13):3604-7. doi: 10.1021/ol501711v. Epub 2014 Jun 25.
A borinic acid derived catalyst enables regioselective and β-selective reactions of 2-deoxy- and 2,6-dideoxyglycosyl chloride donors with pyranoside-derived acceptors having unprotected cis-1,2- and 1,3-diol groups. The use of catalysis to promote a β-selective pathway by enhancement of acceptor nucleophilicity constitutes a distinct approach from previous work, which has been aimed at modulating donor reactivity by variation of protective and/or leaving groups.
一种硼酸衍生的催化剂能够使2-脱氧和2,6-二脱氧糖基氯供体与具有未保护的顺式-1,2-和1,3-二醇基团的吡喃糖苷衍生受体发生区域选择性和β选择性反应。通过增强受体亲核性利用催化作用促进β选择性途径，这与之前旨在通过改变保护基和/或离去基团来调节供体反应性的工作构成了一种不同的方法。
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