Literature DB >> 12926925

Enantioselective rare-earth catalyzed quinone Diels-Alder reactions.

David A Evans1, Jimmy Wu.   

Abstract

A highly enantioselective, quinone Diels-Alder reaction catalyzed by chiral samarium and gadolinium pyridyl-bis(oxazoline) (pybox) complexes has been developed. The reaction scope has been extended to include three quinones and five dienes, all of which exclusively provide the expected endo product in excellent yields and enantioselectivities.

Entities:  

Year:  2003        PMID： 12926925     DOI： 10.1021/ja0367602

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


  7 in total

1.  Catalytic, asymmetric reactions of ketenes and ketene enolates.

Authors:  Daniel H Paull; Anthony Weatherwax; Thomas Lectka
Journal:  Tetrahedron       Date:  2009-08-22       Impact factor: 2.457

2.  Enantioselective Photocatalytic [3 + 2] Cycloadditions of Aryl Cyclopropyl Ketones.

Authors:  Adrian G Amador; Evan M Sherbrook; Tehshik P Yoon
Journal:  J Am Chem Soc       Date:  2016-03-29       Impact factor: 15.419

3.  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

4.  Effect of protic additives in Cu-catalysed asymmetric Diels-Alder cycloadditions of doubly activated dienophiles: towards the synthesis of magellanine-type Lycopodium alkaloids.

Authors:  Vincent N G Lindsay; Rebecca A Murphy; Richmond Sarpong
Journal:  Chem Commun (Camb)       Date:  2017-09-14       Impact factor: 6.222

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

Authors:  Christopher J Douglas; Larry E Overman
Journal:  Proc Natl Acad Sci U S A       Date:  2004-01-14       Impact factor: 11.205

6.  Strong and Confined Acids Control Five Stereogenic Centers in Catalytic Asymmetric Diels-Alder Reactions of Cyclohexadienones with Cyclopentadiene.

Authors:  Santanu Ghosh; Sayantani Das; Chandra Kanta De; Diana Yepes; Frank Neese; Giovanni Bistoni; Markus Leutzsch; Benjamin List
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-11       Impact factor: 15.336

7.  Formal oxo- and aza-[3 + 2] reactions of α-enaminones and quinones: a double divergent process and the roles of chiral phosphoric acid and molecular sieves.

Authors:  Weiwei Luo; Zhicheng Sun; E H Nisala Fernando; Vladimir N Nesterov; Thomas R Cundari; Hong Wang
Journal:  Chem Sci       Date:  2020-07-09       Impact factor: 9.825
  7 in total

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