Literature DB >> 14871082

Readily available [2.2.2]-bicyclooctadienes as new chiral ligands for Ir(I): catalytic, kinetic resolution of allyl carbonates.

Christian Fischer1, Christian Defieber, Takeyuki Suzuki, Erick M Carreira.   

Abstract

We report an Ir(I)-catalyzed kinetic resolution of secondary allylic carbonates allowing for their isolation in up to 98% ee. Importantly, the study documents the synthesis and use of a new class of chiral [2.2.2]-bicyclooctadiene ligands for iridium.

Entities:  

Year:  2004        PMID: 14871082     DOI: 10.1021/ja0390707

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  18 in total

1.  Carvone-Derived P-Stereogenic Phosphines: Design, Synthesis, and Use in Allene-Imine [3 + 2] Annulation.

Authors:  Andrew J Smaligo; Sriramurthy Vardhineedi; Ohyun Kwon
Journal:  ACS Catal       Date:  2018-05-04       Impact factor: 13.084

2.  Cobalt-mediated, enantioselective synthesis of C(2) and C(1) dienes.

Authors:  W Christopher Boyd; Mark R Crimmin; Lauren E Rosebrugh; Jennifer M Schomaker; Robert G Bergman; F Dean Toste
Journal:  J Am Chem Soc       Date:  2010-10-29       Impact factor: 15.419

3.  Palladium-catalyzed asymmetric conjugate addition of arylboronic acids to five-, six-, and seven-membered β-substituted cyclic enones: enantioselective construction of all-carbon quaternary stereocenters.

Authors:  Kotaro Kikushima; Jeffrey C Holder; Michele Gatti; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2011-04-15       Impact factor: 15.419

4.  Direct, iridium-catalyzed enantioselective and regioselective allylic etherification with aliphatic alcohols.

Authors:  Satoshi Ueno; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

5.  Rhodium-Catalyzed Asymmetric 1,4-Additions, in Water at Room Temperature, with In-Flask Catalyst Recycling.

Authors:  Bruce H Lipshutz; Nicholas A Isley; Ralph Moser; Subir Ghorai; Helena Leuser; Benjamin R Taft
Journal:  Adv Synth Catal       Date:  2012-11-26       Impact factor: 5.837

6.  (R)-2,2'-BINAPHTHOYL-(S,S)-DI(1-PHENYLETHYL) AMINOPHOSPHINE. SCALABLE PROTOCOLS FOR THE SYNTHESES OF PHOSPHORAMIDITE (FERINGA) LIGANDS.

Authors:  Craig R Smith; Daniel J Mans; T V Rajanbabu; Scott E Denmark; Son T Nguyen
Journal:  Organic Synth       Date:  2008

7.  Asymmetric Methods for the Synthesis of Flavanones, Chromanones, and Azaflavanones.

Authors:  Antoinette E Nibbs; Karl A Scheidt
Journal:  European J Org Chem       Date:  2011-12-09

8.  Controlling the facial selectivity of asymmetric [4+2] cyclo-additions: a concise synthesis of the cis-decalin core structure of superstolides A and B.

Authors:  Lei Chen; Zhengmao Hua; Gangqin Li; Zhendong Jin
Journal:  Org Lett       Date:  2011-06-14       Impact factor: 6.005

9.  Catalytic enantioselective formation of chiral-bridged dienes which are themselves ligands for enantioselective catalysis.

Authors:  M Kevin Brown; E J Corey
Journal:  Org Lett       Date:  2010-01-01       Impact factor: 6.005

10.  Palladium-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids to α,β-Unsaturated Cyclic Electrophiles.

Authors:  Samantha E Shockley; Jeffrey C Holder; Brian M Stoltz
Journal:  Org Process Res Dev       Date:  2015-07-02       Impact factor: 3.317

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