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Literature DB >> 11430021

Highly efficient ligands for palladium-catalyzed asymmetric alkylation of ketone enolates.

Abstract

[figure: see text] Ferrocene-modified chiral pocket ligands have been studied in the palladium-catalyzed asymmetric alkylation of simple ketone enolates, in which (R,R,Sp,Sp)-1 containing two pairs of matched chiralities, central chirality and planar chirality, behaved very efficiently in this reaction and up to 95% ee value was achieved.

Entities: Chemical

Year: 2001 PMID： 11430021 DOI： 10.1021/ol0067033

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

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Cited

12 in total

Review 1. Enantioselective Tsuji allylations.

Authors: Justin T Mohr; Brian M Stoltz
Journal: Chem Asian J Date: 2007-12-03

2. An Enantioselective Synthesis of the ABD Tricycle for (-)-Phomactin A Featuring Rawal's Asymmetric Diels-Alder Cycloaddition.

Authors: Ling-Feng You; Richard P Hsung; Aaron A Bedermann; Aleksey V Kurdyumov; Yu Tang; Grant S Buchanan; Kevin P Cole
Journal: Adv Synth Catal Date: 2008-12-18 Impact factor: 5.837

3. Enantioselective construction of all-carbon quaternary centers by branch-selective Pd-catalyzed allyl-allyl cross-coupling.

Authors: Ping Zhang; Hai Le; Robert E Kyne; James P Morken
Journal: J Am Chem Soc Date: 2011-06-07 Impact factor: 15.419

4. PREPARATION OF (S)-2-Allyl-2-methylcyclohexanone (Cyclohexanone, 2-methyl-2-(2-propen-1-yl)-, (2S)-).

Authors: Justin T Mohr; Michael R Krout; Brian M Stoltz
Journal: Organic Synth Date: 2009

5. Enantioselective decarboxylative alkylation reactions: catalyst development, substrate scope, and mechanistic studies.

Authors: Douglas C Behenna; Justin T Mohr; Nathaniel H Sherden; Smaranda C Marinescu; Andrew M Harned; Kousuke Tani; Masaki Seto; Sandy Ma; Zoltán Novák; Michael R Krout; Ryan M McFadden; Jennifer L Roizen; John A Enquist; David E White; Samantha R Levine; Krastina V Petrova; Akihiko Iwashita; Scott C Virgil; Brian M Stoltz
Journal: Chemistry Date: 2011-11-14 Impact factor: 5.236

10. The Construction of All-Carbon Quaternary Stereocenters by Use of Pd-Catalyzed Asymmetric Allylic Alkylation Reactions in Total Synthesis.

Authors: Allen Y Hong; Brian M Stoltz
Journal: European J Org Chem Date: 2013-05-01

Highly efficient ligands for palladium-catalyzed asymmetric alkylation of ketone enolates.

Review 1. Enantioselective Tsuji allylations.

2. An Enantioselective Synthesis of the ABD Tricycle for (-)-Phomactin A Featuring Rawal's Asymmetric Diels-Alder Cycloaddition.

3. Enantioselective construction of all-carbon quaternary centers by branch-selective Pd-catalyzed allyl-allyl cross-coupling.

4. PREPARATION OF (S)-2-Allyl-2-methylcyclohexanone (Cyclohexanone, 2-methyl-2-(2-propen-1-yl)-, (2S)-).

5. Enantioselective decarboxylative alkylation reactions: catalyst development, substrate scope, and mechanistic studies.

6. 1,2:5,6-Di-O-isopropyl-idene-α-d-3-glucofuranosyl (R(p))-2-(diphenyl-phosphino)ferrocene-1-carboxyl-ate.

7. Catalytic asymmetric synthesis of all-carbon quaternary stereocenters.

8. Palladium-catalyzed decarboxylative asymmetric allylic alkylation of enol carbonates.

9. Development of asymmetric deacylative allylation.

10. The Construction of All-Carbon Quaternary Stereocenters by Use of Pd-Catalyzed Asymmetric Allylic Alkylation Reactions in Total Synthesis.