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通过钌催化的串联交叉复分解/烯丙醇异构化反应制备脂肪族酮。

Preparation of aliphatic ketones through a ruthenium-catalyzed tandem cross-metathesis/allylic alcohol isomerization.

作者信息

Finnegan David, Seigal Benjamin A, Snapper Marc L

机构信息

Department of Chemistry, Merkert Chemistry Center, Boston College, 2609 Beacon Street, Chestnut Hill, MA 02467, USA.

出版信息

Org Lett. 2006 Jun 8;8(12):2603-6. doi: 10.1021/ol060918g.

DOI:10.1021/ol060918g
PMID:16737324
Abstract

Grubbs' 2nd generation and Hoveyda-Grubbs' ruthenium alkylidenes are shown to be effective catalysts for cross-metatheses of allylic alcohols with cyclic and acyclic olefins, as well as isomerization of the resulting allylic alcohols to alkyl ketones. The net result of this new tandem methodology is a single-flask process that provides highly functionalized, ketone-containing products from simple allylic alcohol precursors. [reaction: see text]

摘要

格鲁布斯第二代催化剂和霍维达-格鲁布斯钌亚烷基催化剂被证明是烯丙醇与环状和非环状烯烃交叉复分解反应以及所得烯丙醇异构化为烷基酮的有效催化剂。这种新的串联方法的最终结果是一个单瓶过程,该过程能从简单的烯丙醇前体提供高度官能化的含酮产物。[反应:见正文]

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