Efficient and chemoselective conversion of carbonyl compounds to 1,3-dioxanes catalyzed with N-bromosuccinimide under almost neutral reaction conditions

被引:65
作者
Karimi, B
Ebrahimian, GR
Seradj, H
机构
[1] Inst Adv Studies Basic Sci, Dept Chem, Gava Zang, Zanjan, Iran
[2] Shiraz Univ Med Sci, Sch Pharm, Dept Chem & Med Chem, Shiraz 71345, Iran
关键词
D O I
10.1021/ol9909987
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Various types of carbonyl compounds were converted to the corresponding 1,3-dioxanes in the presence of ethyl orthoformate, 1,3-propanediol, and a catalytic amount of NBS via an in situ acetal exchange process. In contrast to conventional acid-catalyzed acetalization reactions, acid sensitive substrates such as THP ethers and TBDMS ethers remain intact under described reaction conditions.
引用
收藏
页码:1737 / 1739
页数:3
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