Letter
Broadly Effective Enantioselective Diels−Alder Reactions of 1-Amino-substituted-1,3-butadienes
Purchase the full-text
- PDF/HTML,
figures/images,
references and tables,
(where available)
Abstract

A broad range of substituted 1-amino-1,3-butadienes undergo enantioselective Diels−Alder reactions with methacrolein in the presence of 5 mol % of Cr(III)-salen complex 1. The reactions are carried out conveniently, at room temperature, and they afford the cycloadducts in high yields and excellent ee's.
Citing Articles
Citation data is made available by participants in CrossRef's Cited-by Linking service. For a more comprehensive list of citations to this article, users are encouraged to perform a search in SciFinder.
This article has been cited by 9 ACS Journal articles (5 most recent appear below).

Total Syntheses of (±)-Platencin and (−)-Platencin
K. C. Nicolaou, G. Scott Tria, David J. Edmonds and Moumita KarJournal of the American Chemical Society2009 131 (43), 15909-15917Total Syntheses of (±)-Platencin and (−)-Platencin
K. C. Nicolaou, G. Scott Tria, David J. Edmonds and Moumita KarJournal of the American Chemical Society2009 131 (43), 15909-15917The secondary metabolites platensimycin and platencin, isolated from the bacterial strain Streptomyces platensis, represent a novel class of natural products exhibiting unique and potent antibacterial activity. Platencin, though structurally similar to ...

Total Synthesis of Phomactin A
Yu Tang, Kevin P. Cole, Grant S. Buchanan, Gang Li and Richard P. HsungOrganic Letters2009 11 (7), 1591-1594Total Synthesis of Phomactin A
Yu Tang, Kevin P. Cole, Grant S. Buchanan, Gang Li and Richard P. HsungOrganic Letters2009 11 (7), 1591-1594A total synthesis of (±)-phomactin A is described to highlight the final completion of a complex natural product target that had commenced with an intramolecular oxa-[3 + 3] annulation strategy in the construction of the ABD-tricycle. These efforts ...

Expedient, High-Yielding Synthesis of Silyl-Substituted Salen Ligands
Avinash N. Thadani, Yong Huang, and Viresh H. RawalOrganic Letters2007 9 (20), 3873-3876Expedient, High-Yielding Synthesis of Silyl-Substituted Salen Ligands
Avinash N. Thadani, Yong Huang, and Viresh H. RawalOrganic Letters2007 9 (20), 3873-3876Described is an efficient synthesis of silyl-substituted salen ligands, used for the preparation of enantioselective catalysts. The salicylaldehyde precursors are synthesized from the silyl ethers of 2,6-dibromophenols via a one-pot double lithium halogen ...

Highly Enantioselective Carbonyl-ene Reactions Catalyzed by a Hindered Silyl−Salen−Cobalt Complex
Gerri E. Hutson, Apurva H. Dave, and Viresh H. RawalOrganic Letters2007 9 (20), 3869-3872Highly Enantioselective Carbonyl-ene Reactions Catalyzed by a Hindered Silyl−Salen−Cobalt Complex
Gerri E. Hutson, Apurva H. Dave, and Viresh H. RawalOrganic Letters2007 9 (20), 3869-3872We report here the enantioselective carbonyl-ene reactions of various 1,1-disubstituted and trisubstituted alkenes with ethyl glyoxylate. The reactions are catalyzed by a new Co−salen complex, in which bulky triisobutylsilyl (TIBS) substituents occupy the ...

Pyrones to Pyrans: Enantioselective Radical Additions to Acyloxy Pyrones
Mukund P. Sibi and Jake ZimmermanJournal of the American Chemical Society2006 128 (41), 13346-13347Pyrones to Pyrans: Enantioselective Radical Additions to Acyloxy Pyrones
Mukund P. Sibi and Jake ZimmermanJournal of the American Chemical Society2006 128 (41), 13346-13347This paper describes a highly site-, diastereo-, and enantioselective intermolecular radical addition/hydrogen atom transfer to hydroxypyrone pyromeconic and kojic acids. The methodology can be extended to the formation of chiral quaternary centers. The ...
Tools
-
Add to Favorites
-
Download Citation
-
Email a Colleague -
Permalink
Order Reprints
Rights & Permissions
Citation Alerts
History
- Published In Issue April 04, 2002
- Received January 16, 2002
Cart

ACS
Network






