141036-93-3Relevant academic research and scientific papers
Palladium-catalyzed allylic alkylation of carboxylic acid derivatives: N-acyloxazolinones as ester enolate equivalents
Trost, Barry M.,Michaelis, David J.,Charpentier, Julie,Xu, Jiayi
supporting information; experimental part, p. 204 - 208 (2012/02/16)
Triple A: A general asymmetric allylic alkylation of ester enolate equivalents at the carboxylic acid oxidation state is reported. N-Acylbenzoxazolinone-derived enol carbonates were synthesized and employed in the palladium-catalyzed alkylation reaction. The imide products were readily converted into a series of carboxylic acid derivatives without loss of enantiopurity.
Enantioselective synthesis of α-tertiary hydroxyaldehydes by palladium-catalyzed asymmetric allylic alkylation of enolates
Trost, Barry M.,Xu, Jiayi,Reichle, Markus
, p. 282 - 283 (2007/10/03)
Chiral α-tertiary hydroxyaldehydes are very versatile building blocks in synthetic chemistry. Herein, we report the first examples of a catalytic asymmetric protocol for the synthesis of such compounds from readily available α-halo or α-hydroxy ketones or enol silyl ethers with excellent yields and enantioselectivity. Its synthetic utility is demonstrated in the short, efficient formal synthesis of (S)-oxybutynin. In this process, the chiral ligand controls the regioselectivity as well as the enantioselectivity. Copyright
SYNTHESES DE CARBONATES ET CARBAMATES BENZYLIQUES ET ALLYLIQUES
Kryczka, Boguslaw
, p. 147 - 158 (2007/10/02)
Different methods for the preparation of carbonates and carbamates derived from 1-phenylethyl, 2-cyclohexenyl and 1-methyl-2-propenyl are described.These conmpounds have been synthesized by the reactions of alcohols, phenols or amines with chloroformiates, imidazolocarbonates or corresponding mixed p-nitrophenylcarbonates. It is shown that these reactions can also be used for the introduction of 1-phenylethyloxycarbonyl - (I), 2-cyclohexenyloxycarbonyl - (II) and 1-methyl-2-propenyloxycarbonyl - (III) groups into alcohols, phenols and amines for the protection of hydroxyls and amino-groups.
