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Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation.

Authors :
Liu Y
Liniger M
McFadden RM
Roizen JL
Malette J
Reeves CM
Behenna DC
Seto M
Kim J
Mohr JT
Virgil SC
Stoltz BM
Source :
Beilstein journal of organic chemistry [Beilstein J Org Chem] 2014 Oct 28; Vol. 10, pp. 2501-12. Date of Electronic Publication: 2014 Oct 28 (Print Publication: 2014).
Publication Year :
2014

Abstract

Pd-catalyzed enantioselective alkylation in conjunction with further synthetic elaboration enables the formal total syntheses of a number of "classic" natural product target molecules. This publication highlights recent methods for setting quaternary and tetrasubstituted tertiary carbon stereocenters to address the synthetic hurdles encountered over many decades across multiple compound classes spanning carbohydrate derivatives, terpenes, and alkaloids. These enantioselective methods will impact both academic and industrial settings, where the synthesis of stereogenic quaternary carbons is a continuing challenge.

Details

Language :
English
ISSN :
1860-5397
Volume :
10
Database :
MEDLINE
Journal :
Beilstein journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
25383121
Full Text :
https://doi.org/10.3762/bjoc.10.261