Tethered aminohydroxylation: Dramatic improvements to the process

被引：63

作者：

Donohoe, Timothy J.

Bataille, Carole J. R.

Gattrell, William

Kloesges, Johannes

Rossignol, Emilie

机构：

[1] Univ Oxford, Dept Chem, Chem Res Lab, Oxford OX1 3TA, England

[2] Prosid Ltd, Oxford OX4 6LT, England

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 09期

关键词：

D O I：

10.1021/ol070430v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Changing the identity of the N leaving group on a hydroxylamine-based reoxidant gives a dramatic improvement to the tethered aminohydroxylation reaction. Using OCOC6F5 as a leaving group means that only 1 mol % of osmium is required and yields as high as 98% can be obtained. Acyclic homoallylic alcohols were substrates considered too unreactive for effective use in the tethered aminohydroxylation reaction; improved reaction conditions mean that they have now become viable substrates for oxidation.

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页码：1725 / 1728

页数：4

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