4.6 Article

An Organocatalytic and Stereoselective Vinylogous Domino Process towards Thiochromans

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume -, Issue -, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202301311

Keywords

Meldrum's acid; Michael addition; organocatalysis; sulfur heterocycles; Vinylogy

Ask authors/readers for more resources

A highly diastereoselective organocatalyzed domino vinylogous sulfa-Michael-aldol-cyclocondensation (VMAC) reaction has been developed using alkylidene Meldrum's acid as dienes, showcasing an unprecedented sulfa-1,6-conjugate addition and a diastereoselective aldol reaction leading to a formal (4+2) cycloaddition. This research provides a new approach to synthesize bio-relevant and original tricyclic thiochroman derivatives.
A highly diastereoselective organocatalyzed domino vinylogous sulfa-Michael-aldol-cyclocondensation (VMAC) reaction has been developed using alkylidene Meldrum's acid as dienes highlighting two vinylogous steps, an unprecedented sulfa-1,6-conjugate addition and a diastereoselective aldol reaction triggering a formal (4+2) cycloaddition. This work opens a new route towards bio-relevant and original tricyclic thiochroman derivatives.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.6
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

No Data Available
No Data Available