Highly Enantioselective Copper-Catalyzed Alkylation of β-Ketoesters and Subsequent Cyclization to Spirolactones/Bi-spirolactones

被引：66
作者：
Deng, Qing-Hai [1 ]
Wadepohl, Hubert [1 ]
Gade, Lutz H. [1 ]
机构：
[1] Heidelberg Univ, Inst Anorgan Chem, D-69120 Heidelberg, Germany
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2012年 / 134卷 / 06期
关键词：
ASYMMETRIC ALLYLIC ALKYLATION; CARBON QUATERNARY STEREOCENTERS; PHASE-TRANSFER CATALYSIS; KETO-ESTERS; STEREOGENIC CENTERS; AMMONIUM-SALTS; PINCER LIGANDS; ALCOHOLS; CONSTRUCTION; ALLYLATION;
D O I：
10.1021/ja211859w
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Cu-catalyzed enantioselective alkylation of beta-ketoesters using alcohols for in situ preparation of alkylating reagents is reported. A number of functionalized beta-ketoesters containing a quaternary carbon stereocenter are obtained with up to 99% ee. The alkylation products derived from 2-substituted allylic alcohols or their corresponding iodides can then be converted to spirolactones, bi-spirolactones, and related chiral target products.
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收藏
页码：2946 / 2949
页数：4
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