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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 15
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Original Articles

PALLADIUM-CATALYZED COUPLING REACTION OF VINYL EPOXIDES, DIOL ACETONIDES, AND DIOL CARBONATES WITH ORGANOBISMUTH COMPOUNDS

Suk-Ku Kang Department of Chemistry, Research Institute for Basic Science, Sungkyunkwan University, Natural Science Campus, Suwon, 440-746, S. Korea
,
Hyung-Chul Ryu Department of Chemistry, Research Institute for Basic Science, Sungkyunkwan University, Natural Science Campus, Suwon, 440-746, S. Korea
,
Young-Taek Hong Department of Chemistry, Research Institute for Basic Science, Sungkyunkwan University, Natural Science Campus, Suwon, 440-746, S. Korea
,
Moon-Sung Kim Department of Chemistry, Research Institute for Basic Science, Sungkyunkwan University, Natural Science Campus, Suwon, 440-746, S. Korea
,
Sung-Won Lee Department of Chemistry, Research Institute for Basic Science, Sungkyunkwan University, Natural Science Campus, Suwon, 440-746, S. Korea
&
Jung-Hee Jung Department of Chemistry, Research Institute for Basic Science, Sungkyunkwan University, Natural Science Campus, Suwon, 440-746, S. Korea
Pages 2365-2371 | Received 01 Nov 2000, Published online: 09 Nov 2006
 
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Abstract

The palladium-catalyzed arylation reaction of vinyl epoxides with organobismuth compounds afforded the aryl-substituted (E)-allylic alcohols via ring opening of epoxides. Alternatively, the palladium-catalyzed reaction of diol acetonides and carbonates with bismuth derivatives afforded the aryl-substituted diol acetonides and carbonates without ring opening.

ACKNOWLEDGMENT

Generous financial support from Korea Research Foundation Grant (KRF-2000-015-DP0262) and KOSEF-CMDS (Center for Molecular Design and Synthesis) is gratefully acknowledged. H-C. Ryu, Y-T. Hong, and S-W Lee thank the financial support from Brain Korea 21.

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Related Research Data

Cu-catalyzed cross-coupling reactions of vinyl epoxide with organoboron compounds: access to homoallylic alcohols
Source: Royal Society of Chemistry (RSC)
Cross-Coupling Reactions of Triarylbismuth Compounds
Source: Wiley
Transition-metal catalyzed C-C bond formation using organobismuth compounds.
Source: Springer Berlin Heidelberg

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