Selectivity Switch in the Catalytic Regioselective Functionalization of Nonprotected Carbohydrates: Selective Synthesis in the Presence of Anomeric and Structurally Similar Carbohydrates under Mild Conditions

Selectivity Switch in the Catalytic Regioselective Functionalization of Nonprotected Carbohydrates: Selective Synthesis in the Presence of Anomeric and Structurally Similar Carbohydrates under Mild Conditions
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未受保护的碳水化合物催化区域选择性功能化中的选择性开关:在温和条件下在异头和结构相似的碳水化合物存在下的选择性合成

DOI:
10.1021/jo3024279
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发表时间:
2013
期刊:
The Journal of Organic Chemistry
影响因子:
--
通讯作者:
Yuki Takemoto
Yuki Takemoto
中科院分区:
--
文献类型:
--
作者:
Wataru Muramatsu;Yuki Takemoto

文献摘要

相似文献

已经开发出一种用于未受保护的碳水化合物的化学和区域选择性功能化的催化方法。这种新颖的方法允许在结构相似的碳水化合物(例如端基异构体)同时存在的情况下,对特定碳水化合物中的特定羟基进行选择性硫代羰基化、酰化和磺酰化。此外,可以通过仅调节有机锡催化剂中烷基链的长度来切换化学选择性。
A catalytic process for the chemo- and regioselective functionalization of nonprotected carbohydrates has been developed. This novel process allows selective thiocarbonylation, acylation, and sulfonylation of a particular hydroxy group in a particular carbohydrate in the simultaneous presence of structurally similar carbohydrates such as anomers. In addition, the chemoselectivity can be switched by regulating only the length of the alkyl chain in the organotin catalyst.