One-Pot, Three-Step Synthesis of Cyclopropylboronic Acid Pinacol Esters from Synthetically Tractable Propargylic Silyl Ethers

One-pot synthesis of tropinone by tandem (domino) ene-type reactions of acetone silyl enol ethers.

A synthetic approach for tropane alkaloids on the basis of tandem (domino) ene-type reactions of acetone silyl enol ethers with iminium ions is shown to be triggered by intermolecular ene-type reactions followed by 6-(2,5) silatropic ene-type cyclizations.

Facile one-pot synthesis of three different substituted thiazoles from propargylic alcohols.

Three different substituted thiazoles have been successfully synthesized from readily available propargylic alcohols. Various secondary propargylic alcohols or tertiary propargylic alcohols participated well in the reaction, providing the desired products in good yields. This method provides a flexible and rapid route to substituted thiazoles.

Synthesis of cyclopentenones from cyclopropanes and silyl ynol ethers.

Five-membered carbocyclic rings appear in all classes of organic materials including pharmaceutical agents, polymers, natural products, and catalysts. Accordingly, their preparation has challenged synthetic chemists since the inception of the field. In this regard, [3+2] cycloadditions—both concerted and stepwise—represent convergent strategies for the formation of the cyclopentane nucleus. Dip...

One-pot stereoselective synthesis of 2-acylaziridines and 2-acylpyrrolidines from N-(propargylic)hydroxylamines.

The stereoselective direct transformation of N-(propargylic)hydroxylamines into cis-2-acylaziridines was achieved by the combined use of AgBF4 and CuCl. Copper salts were found to promote the transformation of the intermediary 4-isoxazolines into 2-acylaziridines and both 3-aryl- and 3-alkyl-substituted 2-acylaziridines could be prepared by using this method. Furthermore, subsequent 1,3-dipolar...

N-heterocyclic-carbene-catalyzed one-pot synthesis of hydroxamic esters.