2,2-Dichloro-1,3-benzodioxole as a Hydroxyl Protection Reagent for Carbohydrate Compounds

被引：0
|
作者：
Chen, Changsheng [1 ,2 ]
Li, Shuang [1 ,2 ]
Zhang, Henan [1 ,2 ]
Zhang, Lijun [3 ]
Ling, Peixue [1 ,2 ]
Cheng, Hanchao [3 ]
Fang, Junqiang [1 ,2 ]
机构：
[1] Shandong Univ, Natl Glycoengineering Res Ctr, Qingdao 266237, Peoples R China
[2] Shandong Univ, Shandong Key Lab Carbohydrate Chem & Glycobiol, Qingdao 266237, Peoples R China
[3] Shenzhen Polytech Univ, Sch Food & Drug, Dept Undergraduate Educ, Shenzhen 518000, Peoples R China
来源：
ORGANIC LETTERS | 2025年
关键词：
UBER ALPHA-HALOGENATHER; GLYCOSYL DONOR; OPPORTUNITY;
D O I：
10.1021/acs.orglett.4c04838
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The application of 2,2-dichloro-1,3-benzodioxole (DCBZ) as a versatile hydroxyl protection reagent in carbohydrate chemistry has been demonstrated. DCBZ exhibited high reactivity with diverse vicinal and remote dihydroxyl groups in furanoses and pyranoses to form benzodioxole (BZDO)-protected products. The BZDO group showed remarkable stability under basic, redox, and glycosylation conditions and can be efficiently removed under acid conditions in the presence of a diol, highlighting its utility in the orthogonal synthesis of complex glycans.
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页数：7
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