Design, synthesis, and reactivity of 1-hydrazinodienes for use in organic synthesis.

Design, synthesis, and reactivity of 1-hydrazinodienes for use in organic synthesis. Research Abstract Details 

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Design, synthesis, and reactivity of 1-hydrazinodienes for use in organic synthesis. Abstract Text:

Glenn M Sammis,Eric M Flamme,Hao Xie,Douglas M Ho,Erik J Sorensen,

A new 1-hydrazinodiene (1) has been developed and utilized in Lewis acid catalyzed, intermolecular Diels-Alder reactions with various electron-deficient alkenes. The hydrazine can then be deprotected, and a molecule of methanesulfinic acid is eliminated to provide a putative diazene intermediate (4), which then spontaneously undergoes a suprafacial 1,5-sigmatropic shift to yield stereochemically complex cyclohexenes. This method has been applied to the synthesis of a constitutionally and stereochemically complex decalin derivative.

Design, synthesis, and reactivity of 1-hydrazinodienes for use in organic synthesis. Publishing Authors By Initials

GM Sammis,EM Flamme,H Xie,DM Ho,EJ Sorensen,

For similar organic chemicals: hydrazines research abstracts see: organic chemicals: hydrazines research

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Design, synthesis, and reactivity of 1-hydrazinodienes for use in organic synthesis. Journal Published:

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

Journal: Journal of the American Chemical Society

VOLUME: 127

Page Numbers: 8612-3

Journal Abbreviation: J. Am. Chem. Soc.

ISSN: 0002-7863

DAY: 22

MONTH: Jun

YEAR: 2005

Design, synthesis, and reactivity of 1-hydrazinodienes for use in organic synthesis. Information

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LANGUAGE: eng

NlmUniqueID: 7503056

Design, synthesis, and reactivity of 1-hydrazinodienes for use in organic synthesis. Keywords Mesh Terms:

KEYWORDS: Hydrazines

MESH TERMS: chemistry

Chemical & Substance for Abstract: Design, synthesis, and reactivity of 1-hydrazinodienes for use in organic synthesis. Information

Substance Name: Hydrazines

Registry Number: 0

Grant and Affiliation Information for Design, synthesis, and reactivity of 1-hydrazinodienes for use in organic synthesis.

AFFILIATION: Department of Chemistry, Princeton University, Princeton, New Jersey 08544-1009, USA.

Country: United States

AGENCY: United States NIGMS

GRANT: GM-072230

ACRONYM: GM

MEDLINETA: J Am Chem Soc

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