Jump to main content
Jump to site search

Issue 65, 2019
Previous Article Next Article

Scandium catalysed stereoselective thio-allylation of allenyl-imidates

Author affiliations

Abstract

The site-selective thio-allylation of electron-deficient 1,2-dienes is documented under scandium catalysis. The methodology enables the realization of α-β unsaturated, β-thio, γ-allyl carboxylic acid derivatives via a one-pot Lewis acid promoted Michael addition/[3,3]-sigmatropic rearrangement sequence (20 examples) in high yields (up to 95%). Full rationalization of the reaction mechanism and stereochemical outcome is provided via DFT simulations.

Graphical abstract: Scandium catalysed stereoselective thio-allylation of allenyl-imidates

Back to tab navigation

Supplementary files

Article information


Submitted
04 Jun 2019
Accepted
18 Jul 2019
First published
25 Jul 2019

Chem. Commun., 2019,55, 9669-9672
Article type
Communication

Scandium catalysed stereoselective thio-allylation of allenyl-imidates

A. Parodi, S. Battaglioli, Y. Liu, M. Monari, M. Marín-Luna, C. Silva-López and M. Bandini, Chem. Commun., 2019, 55, 9669
DOI: 10.1039/C9CC04302K

Social activity

Search articles by author

Spotlight

Advertisements