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Practical access to highly enantioenriched quaternary carbon Michael adducts using simple organocatalysts.

Authors :
Nugent TC
Shoaib M
Shoaib A
Source :
Organic & biomolecular chemistry [Org Biomol Chem] 2011 Jan 07; Vol. 9 (1), pp. 52-6. Date of Electronic Publication: 2010 Oct 21.
Publication Year :
2011

Abstract

A three component catalyst system entailing an amino acid (O(t)Bu-L-threonine), a hydrogen bond donor (sulfamide), and an amine base (DMAP) allows α-branched aldehyde addition to nitroalkenes in good to high yield and excellent ee. Importantly, the lowest reported catalyst loading (5.0 mol%) and aldehyde stoichiometry (1.2-2.0 equiv) is demonstrated and in most instances the best current product profile is observed.

Details

Language :
English
ISSN :
1477-0539
Volume :
9
Issue :
1
Database :
MEDLINE
Journal :
Organic & biomolecular chemistry
Publication Type :
Academic Journal
Accession number :
20963253
Full Text :
https://doi.org/10.1039/c0ob00822b