Nickel-Catalyzed Direct Addition of Diorganozinc Reagents to Phthalimides: Selective Formation of Gamma-Hydroxylactams
Document Type
Article
Publication Date
12-2-2013
Publication Source
Synlett
Volume Number
24
Issue Number
19
First Page
2567
Last Page
2570
Publisher
Georg Thieme Verlag
ISSN
0936-5214
Abstract
The nickel-catalyzed addition of diorganozinc reagents to phthalimides proceeds with excellent selectivity to provide 3-substituted-3-hydroxyisoindolin-1-one products. These 3-hydroxy--lactams are produced cleanly in high yield with numerous examples of imide substitution and a broad range of diorganozinc reagents that are prepared and utilized without purification.
Keywords
Imide, Catalysis, Lactams, Organometallic Reagents, Nickel, Radical Cyclization, Chilenine
Recommended Citation
Dennis, Joseph M., Catherine M. Calyore, Jessica S. Sjoholm, Patrick J. Lutz, Joseph J. Gair and Jeffrey B. Johnson. "Nickel-Catalyzed Direct Addition of Diorganozinc Reagents to Phthalimides: Selective Formation of Gamma-Hydroxylactams." Synlett 24, no. 19 (2013): 2567-2570.
