Chemical communications

First osmium-catalysed ketamination of alkenes

…, CH Hövelmann, M Nieger, K Muñiz

Index: Villar, Amparo; Hoevelmann, Claas H.; Nieger, Martin; Muniz, Kilian Chemical Communications, 2005 , # 26 p. 3304 - 3306

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Citation Number: 7

Abstract

An initial investigation on the general course of osmium-catalysed aminohydroxylation of (E)-stilbene 1 with chloramine-T yielded varying amounts of an amino ketone. Subsequent optimisation led to the development of a protocol, which did no longer provide any detectable amount of amino alcohol, but rather yielded the respective amino ketone 2a as the major product (71% isolated yield, Scheme 1), together with minor amounts of benzil (14–35%), which is assumed to ...