Vinyl Expoxide Tsuji Trost

A method where an allyl alcohol is formed from a tsuji trost allylation between a vinyl epoxide and an acyl containing nucleophile is described.

Vinyl expoxide tsuji trost.

The anion relay results in the formation of a reactive carbanion and simultaneously activates an allylic alcohol toward intramolecular tsuji trost. Organic letters 2018 20 21 6891 6895. Palladium catalyzed substitution reactions of alkenyl epoxides christine courillon universite pierre et marie curie paris vi laboratoire de chimie organique de synthèse case 229 t. 44 2éme et 04 place jussieu 75252 paris cedex 05 france.

Synthesis of vinyl cyclopropanes via anion relay cyclization. The tsuji trost reaction is the palladium catalyzed allylation of nucleophiles such as active methylenes enolates amines and phenols with allylic compounds such as allyl acetates and allyl bromides. A method where an allyl alcohol is formed from a tsuji trost allylation between a vinyl epoxide and an acyl containing nucleophile is described. The tsuji trost reaction and related carbon carbon bond formation reactions.

Subsequently a retro claisen condensation is utilized as a means of through space anion relay. Request pdf synthesis of vinyl cyclopropanes via anion relay cyclization a method where an allyl alcohol is formed from a tsuji trost allylation between a vinyl epoxide and an acyl. Synthesis of highly functionalized allylic alcohols from vinyl oxiranes and n tosylhydrazones via a tsuji trost like palladium iodide catalyzed coupling. The reactions proceed under mild conditions affording allyl alcohols and amines with high regioselectivity and in good to excellent yields.