Regioselectivity Switch: Gold(I)-Catalyzed Oxidative Rearrangement of Propargyl Alcohols to 1,3-Diketones

被引：125
|
作者：
Hashmi, A. Stephen K. [1 ]
Wang, Tao [1 ]
Shi, Shuai [1 ]
Rudolph, Matthias [1 ]
机构：
[1] Heidelberg Univ, Inst Organ Chem, D-69120 Heidelberg, Germany
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 17期
关键词：
CATALYZED RING EXPANSION; ONE-POT SYNTHESIS; GOLD CATALYSIS; BETA-DIKETONES; CYCLIZATION; KETONES; ROUTE;
D O I：
10.1021/jo301381z
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The gold(I)-catalyzed oxidative rearrangement of propargyl alcohols provides an efficient and selective route to 1,3-diketones under mild conditions. Pyridine-N-oxides were used as external oxidants with, different from related substrates, no alkylidenecycloalkanones or oxetan-3-ones formed as side-products.
引用
收藏
页码：7761 / 7767
页数：7
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