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A Concise Enantioselective Approach to Quassinoids.

Authors :
Thomas WP
Pronin SV
Source :
Journal of the American Chemical Society [J Am Chem Soc] 2022 Jan 12; Vol. 144 (1), pp. 118-122. Date of Electronic Publication: 2021 Dec 27.
Publication Year :
2022

Abstract

A synthetic approach to quassinoids is described. The route to the tetracyclic core relies on an efficient and selective annulation between two unsaturated carbonyl components that is initiated by catalytic hydrogen atom transfer from an iron hydride to an alkene. Application of this strategy allows for enantioselective synthesis of quassin, which is prepared in 14 steps from commercially available starting material.

Details

Language :
English
ISSN :
1520-5126
Volume :
144
Issue :
1
Database :
MEDLINE
Journal :
Journal of the American Chemical Society
Publication Type :
Academic Journal
Accession number :
34958202
Full Text :
https://doi.org/10.1021/jacs.1c12283