Clean inversion of configuration in the Pd-catalyzed cross-coupling of 2-bromo-1,3-dienes.

Clean inversion of configuration in the Pd-catalyzed cross-coupling of 2-bromo-1,3-dienes. Research Abstract Details 

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Clean inversion of configuration in the Pd-catalyzed cross-coupling of 2-bromo-1,3-dienes. Abstract Text:

Xingzhong Zeng,Qian Hu,Mingxing Qian,Ei-ichi Negishi,

The Pd-catalyzed cross-coupling reaction of 2-bromo-1,3-dienes derived from alkyl aldehydes, especially with Cl2Pd(DPEphos) as a catalyst, proceeds with clean stereoinversion of the Br-bearing C=C bond to produce in high yields and in high stereoselectivity (>/=97-98%) conjugated Z,E dienes of potentially high utility in the synthesis of complex natural products. The observed stereoinversion cannot be readily accommodated by the widely accepted pi-sigma-pi rearrangement mechanism for isomerization of ordinary allylpalladium derivatives.

Clean inversion of configuration in the Pd-catalyzed cross-coupling of 2-bromo-1,3-dienes. Publishing Authors By Initials

X Zeng,Q Hu,M Qian,E Negishi,

For similar inorganic chemicals: elements: metals, heavy: zinc research abstracts see: inorganic chemicals: elements: metals, heavy: zinc research

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Clean inversion of configuration in the Pd-catalyzed cross-coupling of 2-bromo-1,3-dienes. Journal Published:

PUBLICATION TYPE: Research Support, U.S. Gov't,

Journal: Journal of the American Chemical Society

VOLUME: 125

Page Numbers: 13636-7

Journal Abbreviation: J. Am. Chem. Soc.

ISSN: 0002-7863

DAY: 12

MONTH: Nov

YEAR: 2003

Clean inversion of configuration in the Pd-catalyzed cross-coupling of 2-bromo-1,3-dienes. Information

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LANGUAGE: eng

NlmUniqueID: 7503056

Clean inversion of configuration in the Pd-catalyzed cross-coupling of 2-bromo-1,3-dienes. Keywords Mesh Terms:

KEYWORDS: Zinc

MESH TERMS: chemistry

Chemical & Substance for Abstract: Clean inversion of configuration in the Pd-catalyzed cross-coupling of 2-bromo-1,3-dienes. Information

Substance Name: Zinc

Registry Number: 7440-66-6

Grant and Affiliation Information for Clean inversion of configuration in the Pd-catalyzed cross-coupling of 2-bromo-1,3-dienes.

AFFILIATION: Herbert C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907-2084, USA.

Country: United States

AGENCY: United States NIGMS

GRANT: GM 36792

ACRONYM: GM

MEDLINETA: J Am Chem Soc

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