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

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 11期

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

页码：1737 / 1739

页数：3

共 17 条

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MA SM, 1993, SYNLETT, P751

[12] UNUSUAL RATE ACCELERATION IN THE PRESENCE OF ALDEHYDES OF DISTANNOXANE-CATALYZED ACETALIZATION OF KETONES AND DEACTIVATED ALDEHYDES - A NEW MODE OF CARBONYL ACTIVATION [J].