THE PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF ENOL ACETATES OF ALPHA-BROMO KETONES WITH 1-ALKENYLBORON, ARYLBORON, OR ALKYLBORON COMPOUNDS - A FACILE SYNTHESIS OF KETONES AND THEIR ENOL ACETATES

被引:21
|
作者
ABE, S [1 ]
MIYAURA, N [1 ]
SUZUKI, A [1 ]
机构
[1] HOKKAIDO UNIV, FAC ENGN, DEPT APPL CHEM, SAPPORO, HOKKAIDO 060, JAPAN
关键词
D O I
10.1246/bcsj.65.2863
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis of stereodefined enol acetates of ketones is readily accomplished by palladium-catalyzed cross-coupling reaction between alkyl-, aryl-, or 1-alkenylboron reagents with enol acetates of alpha-bromo ketones. Hydroboration of alkene with 9-BBN, followed by coupling with (Z)-2-ethoxy-1-bromoethene gives the enol ether of aldehyde. These enol acetates and ethers are readily deprotected to give corresponding ketones and aldehydes in high yields.
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页码:2863 / 2865
页数:3
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