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Literature DB >> 10956529

Convergence of mechanistic pathways in the Palladium(0)-catalyzed cross-coupling of alkenylsilacyclobutanes and alkenylsilanols

Abstract

Alkenylsilacyclobutanes and alkenylsilanols react in palladium-catalyzed cross-coupling reactions via the same intermediate, produced in situ upon treatment of either starting material with tetrabutylammonium fluoride.

Entities: Chemical

Year: 2000 PMID： 10956529 DOI： 10.1021/ol006170y

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

9 in total

1. Synthesis of Unsaturated Silyl Heterocycles via an Intramolecular Silyl-Heck Reaction.

Authors: William B Reid; Jesse R McAtee; Donald A Watson
Journal: Organometallics Date: 2019-09-26 Impact factor: 3.876

2. Alkyne hydrosilylation catalyzed by a cationic ruthenium complex: efficient and general trans addition.

Authors: Barry M Trost; Zachary T Ball
Journal: J Am Chem Soc Date: 2005-12-21 Impact factor: 15.419

3. The interplay of invention, discovery, development, and application in organic synthetic methodology: a case study.

Authors: Scott E Denmark
Journal: J Org Chem Date: 2009-04-17 Impact factor: 4.354

4. Palladium-catalyzed cross-coupling reactions of organosilanols and their salts: practical alternatives to boron- and tin-based methods.

Authors: Scott E Denmark; Christopher S Regens
Journal: Acc Chem Res Date: 2008-11-18 Impact factor: 22.384

Review 9. Geometric E→Z Isomerisation of Alkenyl Silanes by Selective Energy Transfer Catalysis: Stereodivergent Synthesis of Triarylethylenes via a Formal anti-Metallometallation.

Authors: Svenja I Faßbender; John J Molloy; Christian Mück-Lichtenfeld; Ryan Gilmour
Journal: Angew Chem Int Ed Engl Date: 2019-10-31 Impact factor: 15.336

9 in total

Convergence of mechanistic pathways in the Palladium(0)-catalyzed cross-coupling of alkenylsilacyclobutanes and alkenylsilanols

1. Synthesis of Unsaturated Silyl Heterocycles via an Intramolecular Silyl-Heck Reaction.

2. Alkyne hydrosilylation catalyzed by a cationic ruthenium complex: efficient and general trans addition.

3. The interplay of invention, discovery, development, and application in organic synthetic methodology: a case study.

4. Palladium-catalyzed cross-coupling reactions of organosilanols and their salts: practical alternatives to boron- and tin-based methods.

5. Total Synthesis of (-)-Lasonolide A.

6. Vinyl Tris(trimethylsilyl)silanes: Substrates for Hiyama Coupling.

7. Cross-coupling reactions of aromatic and heteroaromatic silanolates with aromatic and heteroaromatic halides.

8. Stereoselective synthesis of protected l- and d-dideoxysugars and analogues via Prins cyclisations.

Review 9. Geometric E→Z Isomerisation of Alkenyl Silanes by Selective Energy Transfer Catalysis: Stereodivergent Synthesis of Triarylethylenes via a Formal anti-Metallometallation.