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
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作者:
ABE, S
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HOKKAIDO UNIV, FAC ENGN, DEPT APPL CHEM, SAPPORO, HOKKAIDO 060, JAPANHOKKAIDO UNIV, FAC ENGN, DEPT APPL CHEM, SAPPORO, HOKKAIDO 060, JAPAN
ABE, S
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MIYAURA, N
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HOKKAIDO UNIV, FAC ENGN, DEPT APPL CHEM, SAPPORO, HOKKAIDO 060, JAPANHOKKAIDO UNIV, FAC ENGN, DEPT APPL CHEM, SAPPORO, HOKKAIDO 060, JAPAN
MIYAURA, N
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SUZUKI, A
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HOKKAIDO UNIV, FAC ENGN, DEPT APPL CHEM, SAPPORO, HOKKAIDO 060, JAPANHOKKAIDO UNIV, FAC ENGN, DEPT APPL CHEM, SAPPORO, HOKKAIDO 060, JAPAN
SUZUKI, A
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[1] HOKKAIDO UNIV, FAC ENGN, DEPT APPL CHEM, SAPPORO, HOKKAIDO 060, JAPAN
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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UNIV ROME LA SAPIENZA,CNR,CTR STUDIO MECCANISMI REAZIONE,I-00185 ROME,ITALYUNIV ROME LA SAPIENZA,CNR,CTR STUDIO MECCANISMI REAZIONE,I-00185 ROME,ITALY