Enantioselective enol lactone synthesis under double catalytic conditions

被引：86

作者：

Itoh, K

Hasegawa, M

Tanaka, J

Kanemasa, S

机构：

[1] Kyushu Univ, Grad Sch Engn, Dept Mol & Mat Sci, Kasuga, Fukuoka 8168580, Japan

[2] Kyushu Univ, Inst Mat Chem & Engn, CREST, Japan Sci & Technol Agcy JST, Kasuga, Fukuoka 8168580, Japan

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 06期

关键词：

D O I：

10.1021/ol047872g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of dimedone with 1-(2-alkenoyl)-4-bromo-3,5-dimethylpyrazoles in THF, catalyzed by catalytic amounts of both DBFOX/Ph-nickel(II) perchlorate trihydrate and 2,2,6,6-tetramethylpiperidine, in the presence of acetic anhydride in THF produces the corresponding enol lactones in high enantioselectivities through enantioselective Michael additions followed by cyclization with removal of the pyrazole auxiliary. Other related nucleophile precursors can be successfully applied in the enantioselective enol lactone synthesis under the double catalytic conditions.

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页码：979 / 981

页数：3

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