GAMMA-SELECTIVITY IN THE CERIC AMMONIUM-NITRATE PROMOTED OXIDATIVE ADDITION OF SILYL DIENOL ETHERS TO SILYL ENOL ETHERS

被引:41
作者
PAOLOBELLI, AB [1 ]
LATINI, D [1 ]
RUZZICONI, R [1 ]
机构
[1] UNIV PERUGIA,DIPARTIMENTO CHIM,I-06100 PERUGIA,ITALY
关键词
CERIUM(IV) AMMONIUM NITRATE; OXIDATIVE ADDITION; TRIMETHYLSILYL DIENOL ETHERS; TRIMETHYL SILYL ENOL ETHERS; ALPHA; BETA-UNSATURATED CARBONYL COMPOUNDS;
D O I
10.1016/S0040-4039(00)61663-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Trimethylsilyl dienol ethers are easily oxidized by ceric ammonium nitrate to give alpha-carbonylallyl radicals which are able to add to enolic carbon-carbon double bonds with very high gamma regioselectivity, allowing the method to be applied to the synthesis of 6-oxo-alpha,beta-unsaturated carbonyl compounds.
引用
收藏
页码:721 / 724
页数:4
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