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.
机构:Jiangxi Normal Univ, Minist Educ, Key Lab Funct Small Organ Mol, Nanchang 330022, Peoples R China
Hao, Wenyan
Liu, Haiyi
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机构:Jiangxi Normal Univ, Minist Educ, Key Lab Funct Small Organ Mol, Nanchang 330022, Peoples R China
Liu, Haiyi
Yin, Lin
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机构:Jiangxi Normal Univ, Minist Educ, Key Lab Funct Small Organ Mol, Nanchang 330022, Peoples R China
Yin, Lin
Cai, Mingzhong
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Jiangxi Normal Univ, Minist Educ, Key Lab Funct Small Organ Mol, Nanchang 330022, Peoples R ChinaJiangxi Normal Univ, Minist Educ, Key Lab Funct Small Organ Mol, Nanchang 330022, Peoples R China