Direct AlCl3-catalyzed transformation of benzyl THP ethers and allyl benzyl ethers

被引:3
作者
Bui, Tien Tan [1 ,2 ]
Kim, Hee-Kwon [1 ,2 ]
机构
[1] Chonbuk Natl Univ Med Sch & Hosp, Mol Imaging & Therapeut Med Res Ctr, Dept Nucl Med, Jeonju 54907, South Korea
[2] Chonbuk Natl Univ, Biomed Res Inst, Chonbuk Natl Univ Hosp, Res Inst Clin Med, Jeonju 54907, South Korea
基金
新加坡国家研究基金会;
关键词
Allyl ethers; Aluminum(III) chloride; catalysts; DPM azides; THP ethers; AZIDES;
D O I
10.1080/00397911.2020.1829644
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
THP and allyl groups are frequently used for the protection of alcohols. In this study, novel direct transformations of benzyl THP ethers and allyl benzyl ethers, protected forms of alcohols, are reported. TMSN(3)and AlCl(3)were employed as key azide reagent and catalyst to perform direct conversion of benzyl THP ethers and allyl benzyl ethers to azido compounds. In addition, direct nucleophile additions of carbon nucleophiles to benzyl THP ethers and allyl benzyl ethers were successfully accomplished in the presence of catalytic AlCl3. The results indicate that this novel method could be applied to various direct transformations of benzyl THP ethers and allyl benzyl ethers such as azidation, allylation, and alkynylation.
引用
收藏
页码:388 / 397
页数:10
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