Glycosylation Catalyzed by a Chiral Bronsted Acid

Glycosylation Catalyzed by a Chiral Bronsted Acid
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DOI:
10.1021/ol1001895
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发表时间:
2010-04-02
期刊:
影响因子:
5.2
通讯作者:
Fairbanks, Antony J.
Fairbanks, Antony J.
中科院分区:
化学1区
文献类型:
--
作者:
Cox, Daniel J.;Smith, Martin D.;Fairbanks, Antony J.

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首次证明了使用手性布朗斯台德酸催化剂活化三氯乙酰亚胺酯糖基供体。在甲苯中的酸催化剂的手性被认为会影响糖基化过程的立体化学结果,暗示可能通过明智地使用手性有机催化剂可以实现糖基化过程的非对映体控制。
The use of a chiral Bronsted acid catalyst for the activation of trichloroacetimidate glycosyl donors has been demonstrated for the first time. In toluene the chirality of the acid catalyst is seen to influence the stereochemical outcome of the glycosylation processes, hinting that perhaps diastereocontrol of glycosylation processes may become achievable through the judicious use of chiral organic catalysts.