期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 132, 期 38, 页码 13179-13181出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja1061196
关键词
-
资金
- NIGMS [GM73072-01, P50 GM086145-01]
- AstraZeneca
- Amgen
- GlaxoSmithKline
- Organic Reactions
- NSF [CHE-9871268]
An efficient intermolecular conjugate addition of alcohols to activated alkenes catalyzed by N-heterocyclic carbenes has been developed. With 5 mol % of the free carbene derived from IMes center dot HCI, unsaturated ketones and esters are competent substrates, and a variety of primary and secondary alcohols can be employed as the nucleophile. No oligomerization is observed under these mild conditions for effective hydroalkoxylation. In addition to reactions with activated alkenes, IMes catalyzes the formation of vinyl ethers through the 1,4-addition of alcohols to ynones and promotes tandem conjugate addition/Michael cascade reactions. Preliminary data support a Bronsted base mechanism with the free carbene.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据