Journal ArticleDOI
Corner attack on cyclopropane by deuteron and mercuric ions: an example of stereospecific formation and capture of unsymmetrical corner-deuterated/mercurated cyclopropane intermediates
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This article is published in Journal of the American Chemical Society.The article was published on 1988-04-01. It has received 16 citations till now. The article focuses on the topics: Cyclopropane.read more
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Scope and Mechanism for Lewis Acid-Catalyzed Cycloadditions of Aldehydes and Donor−Acceptor Cyclopropanes: Evidence for a Stereospecific Intimate Ion Pair Pathway
TL;DR: Experimental evidence supports an unusual stereospecific intimate ion pair mechanism wherein the aldehyde functions as a nucleophile and malonate acts as the nucleofuge in the one-step diastereoselective synthesis of cis-2,5-disubstituted tetrahydrofurans via Lewis acid catalyzed cycloadditions of donor-acceptor (D-A) cyclopropanes and aldehydes.
Journal ArticleDOI
Enantiospecific Sn(II)- and Sn(IV)-Catalyzed Cycloadditions of Aldehydes and Donor−Acceptor Cyclopropanes
TL;DR: A cycloaddition strategy for the synthesis of highly enantioenriched 2,5-cis-disubstituted tetrahydrofurans has been developed and Mechanistic studies support an unusual SN2 attack by the aldehyde on the activated cyclopropane.
Journal ArticleDOI
Catalytic 1,3-Difunctionalization via Oxidative C–C Bond Activation
TL;DR: A general strategy for the 1,3-oxidation of cyclopropanes using aryl iodine(I-III) catalysis, with emphasis on 1, 3-difluorination reactions, is described and the generality of this strategy is demonstrated through the catalytic oxidative ring-opening of cyclipropanes for the synthesis of 1,1-fluoroacetoxylated products.
Journal ArticleDOI
Potential Energy Surface for (Retro-)Cyclopropanation: Metathesis with a Cationic Gold Complex
TL;DR: The gas-phase cyclopropanation and apparent metathesis reactivity of ligand-supported gold arylidenes with electron-rich olefins is explained by quantum-chemical calculations and the presented potential energy surface also accounts for the recently reported gold-catalyzed solution-phase retro-cyclopropanations reactivity.
Journal ArticleDOI
A titanoxycyclopropane as intermediate in a highly stereoselective homoaldol type addition syntheses of -substituted tetrahydrofuran derivatives
TL;DR: In this article, the reaction of methyl 2-siloxycyclopropanecarboxylate 4 with TiCl4 provides the unique titanoxycyclpropane 10 whose structure could be elucidated by means of NMR-spectroscopy.
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