Opening of substituted oxetanes with H2O2 and alkyl hydroperoxides:: Stereoselective approach to 3-peroxyalcohols and 1,2,4-trioxepanes

被引：71

作者：

Dussault, PH ^{[1
]}

Trullinger, TK ^{[1
]}

Noor-e-Ain, F ^{[1
]}

机构：

[1] Univ Nebraska, Dept Chem, Lincoln, NE 68588 USA

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 26期

关键词：

D O I：

10.1021/ol0265259

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lewis acid-catalyzed opening of oxetanes by hydrogen peroxide proceeds regioselectively and with good to moderate stereoselectivity to furnish enantiomerically enriched 3-hydroperoxyalkanols. The corresponding opening using alkyl hydroperoxides furnishes 3-peroxyalkanols. The hydroperoxyalkanols are easily converted into enantiomerically enriched 1,2,4-trioxepanes, building blocks for antimalarials.

引用

页码：4591 / 4593

页数：3

共 21 条

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[2]

[Anonymous], 1992, COMPREHENSIVE GUIDE

[3]

[Anonymous], ACCIDENTAL EXPLOSION

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