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Literature DB >> 17971961

VAPOL phosphoric acid catalysis: the highly enantioselective addition of imides to imines.

Yuxue Liang¹, Emily B Rowland, Gerald B Rowland, Jason A Perman, Jon C Antilla.

Abstract

The first highly enantioselective catalytic method for the preparation of chiral aminals via the addition of imide nucleophiles to imines is reported.

Entities: Chemical

Mesh：

Substances：

Year: 2007 PMID： 17971961 DOI： 10.1039/b709276h

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

12 in total

1. Vaulted biaryls in catalysis: A structure-activity relationship guided tour of the immanent domain of the VANOL ligand.

Authors: Yong Guan; Zhensheng Ding; William D Wulff
Journal: Chemistry Date: 2013-10-02 Impact factor: 5.236

2. An asymmetric synthesis of 1,2,4-trioxane anticancer agents via desymmetrization of peroxyquinols through a Brønsted acid catalysis cascade.

Authors: David M Rubush; Michelle A Morges; Barbara J Rose; Douglas H Thamm; Tomislav Rovis
Journal: J Am Chem Soc Date: 2012-08-07 Impact factor: 15.419

3. Chiral phosphoric acid catalyzed addition of dihydropyrans to N-acyl imines: stereocontrolled access to enantioenriched spirocyclic oxazoletetrahydropyrans with three contiguous stereocenters.

Authors: Guilong Li; Matthew J Kaplan; Lukasz Wojtas; Jon C Antilla
Journal: Org Lett Date: 2010-05-07 Impact factor: 6.005

4. Enantioselective Synthesis of Fluoro-Dihydroquinazolones and -Benzooxazinones by Fluorination-Initiated Asymmetric Cyclization Reactions.

Authors: Kenichi Hiramatsu; Takashi Honjo; Vivek Rauniyar; F Dean Toste
Journal: ACS Catal Date: 2015-12-04 Impact factor: 13.084

5. Stereoselective Synthesis of Dioxolanes and Oxazolidines via a Desymmetrization Acetalization/Michael Cascade.

Authors: David M Rubush; Tomislav Rovis
Journal: Synlett Date: 2014-03 Impact factor: 2.454

6. Controlling Regioselectivity in the Enantioselective N-Alkylation of Indole Analogues Catalyzed by Dinuclear Zinc-ProPhenol.

Authors: Barry M Trost; Elumalai Gnanamani; Chao-I Joey Hung
Journal: Angew Chem Int Ed Engl Date: 2017-07-19 Impact factor: 15.336

VAPOL phosphoric acid catalysis: the highly enantioselective addition of imides to imines.

1. Vaulted biaryls in catalysis: A structure-activity relationship guided tour of the immanent domain of the VANOL ligand.

2. An asymmetric synthesis of 1,2,4-trioxane anticancer agents via desymmetrization of peroxyquinols through a Brønsted acid catalysis cascade.

3. Chiral phosphoric acid catalyzed addition of dihydropyrans to N-acyl imines: stereocontrolled access to enantioenriched spirocyclic oxazoletetrahydropyrans with three contiguous stereocenters.

4. Enantioselective Synthesis of Fluoro-Dihydroquinazolones and -Benzooxazinones by Fluorination-Initiated Asymmetric Cyclization Reactions.

5. Stereoselective Synthesis of Dioxolanes and Oxazolidines via a Desymmetrization Acetalization/Michael Cascade.

6. Controlling Regioselectivity in the Enantioselective N-Alkylation of Indole Analogues Catalyzed by Dinuclear Zinc-ProPhenol.

7. Chiral phosphoric acid catalyzed peroxidation of imines.

8. Chiral phosphoric acid-catalyzed desymmetrization of meso-aziridines with functionalized mercaptans.

9. Highly enantioselective hydrogenation of enamides catalyzed by chiral phosphoric acids.

10. Catalytic asymmetric α-Iminol rearrangement: new chiral platforms.